tert-Butyl Formate → (S)-tert-butyl (1-(5-bromo-2-(methylsulfonyl)pyrimidin-4-yl)-2-(3,5-difluorophenyl)ethyl)carbamate

HRID 2170346Notes

Reaction equation

HRID 2170346 reaction equation
[Br:1][C:2]1[C:3]([C@H:12]([NH:22][C:23](=[O:38])CN2C3CCCCC=3C(C(F)(F)F)=N2)[CH2:13][C:14]2[CH:19]=[C:18]([F:20])[CH:17]=[C:16]([F:21])[CH:15]=2)=[N:4][C:5]([S:8]([CH3:11])(=[O:10])=[O:9])=[N:6][CH:7]=1.BrC1C([C@@H](NC(=O)[O:60][C:61]([CH3:64])([CH3:63])[CH3:62])CC2C=C(F)C=C(F)C=2)=NC(SC)=NC=1.C(OC(C)(C)C)=O>>[Br:1][C:2]1[C:3]([C@@H:12]([NH:22][C:23](=[O:38])[O:60][C:61]([CH3:64])([CH3:63])[CH3:62])[CH2:13][C:14]2[CH:15]=[C:16]([F:21])[CH:17]=[C:18]([F:20])[CH:19]=2)=[N:4][C:5]([S:8]([CH3:11])(=[O:10])=[O:9])=[N:6][CH:7]=1

Participants

4

Reactant 3

HCID 61207tert-Butyl FormateHCID 90281548(R)-N-(1-(5-bromo-2-(methylsulfonyl)pyrimidin-4-yl)-2-(3,5-difluorophenyl)ethyl)-2-(3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)acetamideHCID 90290215(S)-tert-butyl (1-(5-bromo-2-(methylthio)pyrimidin-4-yl)-2-(3,5-difluorophenyl)ethyl)carbamate

Product 1

HCID 90290216(S)-tert-butyl (1-(5-bromo-2-(methylsulfonyl)pyrimidin-4-yl)-2-(3,5-difluorophenyl)ethyl)carbamate

Procedure

The title compound (23B) was prepared according to the method presented for the synthesis of compound 11H of Example 11 utilizing 23A. MS (m/z) 394.03 [M+H-Boc]+.

Sources & evidence

ORD record
ord-45117fbf78174ce4950c079fb04a8785
Source dataset
uspto-grants-2015_06
Patent number
US09050344B2

Reaction notes

Loading…