1-(2-Aminoethyl)pyrrolidin-2-one → (S)-5-(4-(1-(2-(3-(difluoromethyl)-4,4,7,7-tetrafluoro-4,5,6,7-tetrahydro-1H-indazol-1-yl)acetamido)-2-(3,5-difluorophenyl)ethyl)-2-((2-(2-oxopyrrolidin-1-yl)ethyl)amino)pyrimidin-5-yl)-2-fluorobenzamide

Participants

Role	Name	HCID	Charge
Reactant	1-(2-Aminoethyl)pyrrolidin-2-one	HCID 90660	—
Reactant	(S)-5-(2-((2-(1H-1,2,3-triazol-1-yl)ethyl)amino)-4-(1-(2-(3-(difluoromethyl)-4,4,7,7-tetrafluoro-4,5,6,7-tetrahydro-1H-indazol-1-yl)acetamido)-2-(3,5-difluorophenyl)ethyl)pyrimidin-5-yl)-2-fluorobenzamide	HCID 90281460	—
Reactant	(S)-tert-butyl (1-(5-bromo-2-(methylsulfonyl)pyrimidin-4-yl)-2-(3,5-difluorophenyl)ethyl)carbamate	HCID 90290216	—
Product	(S)-5-(4-(1-(2-(3-(difluoromethyl)-4,4,7,7-tetrafluoro-4,5,6,7-tetrahydro-1H-indazol-1-yl)acetamido)-2-(3,5-difluorophenyl)ethyl)-2-((2-(2-oxopyrrolidin-1-yl)ethyl)amino)pyrimidin-5-yl)-2-fluorobenzamide	HCID 90290148	—

Reaction Steps

The title compound (24) was prepared according to the method presented for the synthesis of compound 23F of Example 23 starting with 1-(2-aminoethyl)pyrrolidin-2-one and 23B. MS (m/z) 1H NMR (400 MHz, CD3OD) δ 8.84 (m, 1H), 8.07 (s, 1H), 7.50-7.27 (m, 2H), 7.24-7.11 (m, 1H), 6.97-6.61 (m, 2H), 6.45 (d, J=6.2 Hz, 2H), 5.27 (m, 1H), 5.10 (s, 2H), 3.57 (m, 6H), 3.18-2.87 (m, 2H), 2.51 (m, 4H), 2.41-2.28 (m, 2H), 2.12-1.89 (m, 2H). 783.12 [M+H]+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09050344B2
Source dataset	uspto-grants-2015_06
ORD ID	ord-c8c7b692ac214fd7b362a1cf0968b53d
Source note	uspto-grants-2015_06