N-(4-bromophenyl)-2,2,2-trifluoroacetamide → 2,2-Dimethyl-propane-1-sulphonic acid 4'-amino-4-(2,4-diamino-pyrimidin-5-ylmethyl)-6-ethoxy-biphenyl-2-yl ester

HRID 2416335Notes

Reaction equation

HRID 2416335 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([NH:8]C(=O)C(F)(F)F)=[CH:4][CH:3]=1.[NH2:15][C:16]1[N:21]=[C:20]([NH2:22])[C:19]([CH2:23][C:24]2[CH:25]=[C:26]([O:40][CH2:41][CH3:42])[C:27](I)=[C:28]([O:30][S:31]([CH2:34][C:35]([CH3:38])([CH3:37])[CH3:36])(=[O:33])=[O:32])[CH:29]=2)=[CH:18][N:17]=1>>[NH2:8][C:5]1[CH:4]=[CH:3][C:2]([C:27]2[C:26]([O:40][CH2:41][CH3:42])=[CH:25][C:24]([CH2:23][C:19]3[C:20]([NH2:22])=[N:21][C:16]([NH2:15])=[N:17][CH:18]=3)=[CH:29][C:28]=2[O:30][S:31]([CH2:34][C:35]([CH3:36])([CH3:38])[CH3:37])(=[O:32])=[O:33])=[CH:7][CH:6]=1

Participants

3

Reactant 2

HCID 532128N-(4-bromophenyl)-2,2,2-trifluoroacetamideHCID 179373002,2-Dimethyl-propane-1-sulphonic acid 5-(2,4-diamino-pyrimidin-5-ylmethyl)-3-ethoxy-2-iodo-phenyl ester

Product 1

HCID 179372892,2-Dimethyl-propane-1-sulphonic acid 4'-amino-4-(2,4-diamino-pyrimidin-5-ylmethyl)-6-ethoxy-biphenyl-2-yl esterYield 22.6%

Procedure

Starting from 272 mg (1.01 mmol) N-(4-bromo-phenyl)-2,2,2-trifluoro-acetamide and 265 mg (0.51 mmol) 2,2-dimethyl-propane-1-sulphonic acid 5-(2,4-diamino-pyrimidin-5-ylmethyl)-3-ethoxy-2-iodo-phenyl ester, 56 mg of the title compound are isolated as a yellowish foam after two chromatography operations.

Sources & evidence

ORD record
ord-f4f938507d344b9ca882663c9ca6a59a
Source dataset
uspto-grants-2004_11
Patent number
US06821980B1

Reaction notes

Loading…