2-Morpholinoethylamine → (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-morpholinoethyl)amino)pyrimidin-5-yl)-2-fluorobenzamide

Participants

Role	Name	HCID	Charge
Reactant	2-Morpholinoethylamine	HCID 408285	—
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-morpholinoethyl)amino)pyrimidin-5-yl)-2-fluorobenzamide	HCID 90281358	—

Reaction Steps

The title compound (28) was prepared according to the method presented for the synthesis of compound 23F of Example 23 starting with 2-morpholinoethanamine and 23B. 1H NMR (400 MHz, CD3OD) δ 8.76 (d, J=7.8 Hz, 1H), 8.14 (s, 1H), 7.46-7.32 (m, 2H), 7.22 (dd, J=10.7, 8.5 Hz, 1H), 7.00-6.59 (m, 2H), 6.43 (d, J=6.2 Hz, 2H), 5.23 (m, 1H), 5.02 (q, J=16.6 Hz, 2H), 3.97 (m, 6H), 3.70-3.39 (m, 6H), 3.10-2.93 (m, 2H), 2.66-2.38 (m, 4H). MS (m/z) 785.29 [M+H]+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09050344B2
Source dataset	uspto-grants-2015_06
ORD ID	ord-64808d58d9d34218b6642d8de4d958dd
Source note	uspto-grants-2015_06