FORM 3 UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

INITIAL STATEMENT OF BENEFICIAL OWNERSHIP OF SECURITIES

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940
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1. Name and Address of Reporting Person*
Wijngaard Peter

(Last) (First) (Middle)
C/O THE MEDICINES COMPANY
8 SYLVAN WAY

(Street)
PARSIPPANY NJ 07054

(City) (State) (Zip)
2. Date of Event Requiring Statement (Month/Day/Year)
05/30/2019
3. Issuer Name and Ticker or Trading Symbol
MEDICINES CO /DE [ MDCO ]
4. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
Director 10% Owner
X Officer (give title below) Other (specify below)
Chief Development Officer
5. If Amendment, Date of Original Filed (Month/Day/Year)
6. Individual or Joint/Group Filing (Check Applicable Line)
X Form filed by One Reporting Person
Form filed by More than One Reporting Person
Table I - Non-Derivative Securities Beneficially Owned
1. Title of Security (Instr. 4) 2. Amount of Securities Beneficially Owned (Instr. 4) 3. Ownership Form: Direct (D) or Indirect (I) (Instr. 5) 4. Nature of Indirect Beneficial Ownership (Instr. 5)
Table II - Derivative Securities Beneficially Owned
(e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 4) 2. Date Exercisable and Expiration Date (Month/Day/Year) 3. Title and Amount of Securities Underlying Derivative Security (Instr. 4) 4. Conversion or Exercise Price of Derivative Security 5. Ownership Form: Direct (D) or Indirect (I) (Instr. 5) 6. Nature of Indirect Beneficial Ownership (Instr. 5)
Date Exercisable Expiration Date Title Amount or Number of Shares
Stock Option (right-to-buy) (1) 02/01/2021 Common Stock 10,000 15.94 D
Stock Option (right-to-buy) (2) 02/24/2022 Common Stock 17,500 22.04 D
Stock Option (right-to-buy) (3) 03/01/2023 Common Stock 40,995 31.49 D
Stock Option (right-to-buy) (4) 03/01/2024 Common Stock 23,639 30.55 D
Stock Option (right-to-buy) (5) 03/01/2025 Common Stock 37,143 28.77 D
Stock Option (right-to-buy) (6) 03/01/2026 Common Stock 42,539 33.04 D
Stock Option (right-to-buy) (7) 03/01/2027 Common Stock 50,189 52.7 D
Stock Option (right-to-buy) (8) 03/01/2028 Common Stock 18,000 33.27 D
Stock Option (right-to-buy) (9) 03/01/2029 Common Stock 125,000 25.41 D
Explanation of Responses:
1. Remainder of a grant of 20,000 stock options made to the reporting person on February 1, 2011. The remaining option vested in forty-eight equal monthly installments ending February 1, 2015.
2. Grant made to the reporting person on February 24, 2012. The option vested in forty-eight equal monthly installments ending February 24, 2016.
3. Grant made to the reporting person on March 1, 2013. The option vested in forty-eight equal monthly installments ending March 1, 2017.
4. Grant made to the reporting person on March 1, 2014. The option vested in forty-eight equal monthly installments ending March 1,2018.
5. Grant made to the reporting person on March 1, 2015. The option vested in forty-eight equal monthly installments ending March 1, 2019.
6. Grant made to the reporting person on March 1, 2016. The option vests in forty-eight equal monthly installments beginning April 1, 2016.
7. Grant made to the reporting person on March 1, 2017. The option vests in forty-eight equal monthly installments beginning April 1, 2017.
8. Grant made to the reporting person on March 1, 2018. The option vests in forty-eight equal monthly installments beginning April 1, 2018.
9. Grant made to the reporting person on March 1, 2019. The option vests in forty-eight equal monthly installments beginning April 1, 2019.
/s/ Stephen M. Rodin, Attorney-in-Fact for Peter Wijngaard 06/07/2019
** Signature of Reporting Person Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 5 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
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