2,2-Dimethyl-propane-1-sulphonic acid 5-(2,4-diamino-pyrimidin-5-ylmethyl)-3-ethoxy-2-iodo-phenyl ester → 2,2-Dimethyl-propane-1-sulphonic acid 3'-amino-4-(2,4-diamino-pyrimidin-5-ylmethyl)-6-ethoxy-4'-methoxy-biphenyl-2-yl ester

HRID 2416334Notes

Reaction equation

HRID 2416334 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([O:15][CH3:16])=[C:6]([NH:8]C(=O)C(F)(F)F)[CH:7]=1.[NH2:17][C:18]1[N:23]=[C:22]([NH2:24])[C:21]([CH2:25][C:26]2[CH:27]=[C:28]([O:42][CH2:43][CH3:44])[C:29](I)=[C:30]([O:32][S:33]([CH2:36][C:37]([CH3:40])([CH3:39])[CH3:38])(=[O:35])=[O:34])[CH:31]=2)=[CH:20][N:19]=1>>[NH2:8][C:6]1[CH:7]=[C:2]([C:29]2[C:28]([O:42][CH2:43][CH3:44])=[CH:27][C:26]([CH2:25][C:21]3[C:22]([NH2:24])=[N:23][C:18]([NH2:17])=[N:19][CH:20]=3)=[CH:31][C:30]=2[O:32][S:33]([CH2:36][C:37]([CH3:38])([CH3:40])[CH3:39])(=[O:34])=[O:35])[CH:3]=[CH:4][C:5]=1[O:15][CH3:16]

Participants

3

Reactant 2

HCID 179373002,2-Dimethyl-propane-1-sulphonic acid 5-(2,4-diamino-pyrimidin-5-ylmethyl)-3-ethoxy-2-iodo-phenyl esterHCID 22636844N-[5-bromo-2-(methyloxy)phenyl]-2,2,2-trifluoroacetamide

Product 1

HCID 179373422,2-Dimethyl-propane-1-sulphonic acid 3'-amino-4-(2,4-diamino-pyrimidin-5-ylmethyl)-6-ethoxy-4'-methoxy-biphenyl-2-yl esterYield 27%

Procedure

Starting from 197 mg (0.66 mmol) N-(5-bromo-2-methoxy-phenyl)-2,2,2-trifluoro-acetamide and 173 mg (0.33 mmol) 2,2-dimethyl-propane-1-sulphonic acid 5-(2,4-diamino-pyrimidin-5-ylmethyl)-3-ethoxy-2-iodo-phenyl ester, 46 mg of the title compound are obtained as a brownish solid after two chromatography operations.

Sources & evidence

ORD record
ord-d57231c8d6934f409a1734eabd1eb6da
Source dataset
uspto-grants-2004_11
Patent number
US06821980B1

Reaction notes

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