HCID 17937271, compound → 2-Methyl-propane-1-sulphonic acid 4-(2,4-diamino-pyrimidin-5-ylmethyl)-6-ethoxy-4'-(2-hydroxy-ethylamino)-biphenyl-2-yl ester

HRID 2416333Notes

Reaction equation

HRID 2416333 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([N:8]([CH2:15][CH2:16][O:17][Si](C(C)(C)C)(C)C)C(=O)C(F)(F)F)=[CH:4][CH:3]=1.[NH2:25][C:26]1[N:31]=[C:30]([NH2:32])[C:29]([CH2:33][C:34]2[CH:35]=[C:36]([O:49][CH2:50][CH3:51])[C:37](I)=[C:38]([O:40][S:41]([CH2:44][CH:45]([CH3:47])[CH3:46])(=[O:43])=[O:42])[CH:39]=2)=[CH:28][N:27]=1>>[NH2:25][C:26]1[N:31]=[C:30]([NH2:32])[C:29]([CH2:33][C:34]2[CH:35]=[C:36]([O:49][CH2:50][CH3:51])[C:37]([C:2]3[CH:3]=[CH:4][C:5]([NH:8][CH2:15][CH2:16][OH:17])=[CH:6][CH:7]=3)=[C:38]([O:40][S:41]([CH2:44][CH:45]([CH3:46])[CH3:47])(=[O:43])=[O:42])[CH:39]=2)=[CH:28][N:27]=1

Participants

3

Reactant 2

HCID 17937271HCID 17937271, compoundHCID 22637041N-(4-bromo-phenyl)-N-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,2,2-trifluoro-acetamide

Product 1

HCID 179372962-Methyl-propane-1-sulphonic acid 4-(2,4-diamino-pyrimidin-5-ylmethyl)-6-ethoxy-4'-(2-hydroxy-ethylamino)-biphenyl-2-yl esterYield 68.1%

Procedure

Starting from 397 mg (0.93 mmol) N-(4-bromo-phenyl)-N-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,2,2-trifluoro-acetamide and 220 mg (0.47 mmol) 2-methyl-propane-1-sulphonic acid 5-(2,4-diamino-pyrimidin-5-ylmethyl)-3-ethoxy-2-iodo-phenyl ester, 165 mg of the title compound are obtained as a pale beige foam after splitting off of the tert-butyl-dimethylsilanyl protective group under acid conditions (HCl/MeOH).

Sources & evidence

ORD record
ord-dcab085550a64036a5ded66b01ce4f93
Source dataset
uspto-grants-2004_11
Patent number
US06821980B1

Reaction notes

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