3-Fluoro-4-methoxybenzene-1-sulfonyl chloride → 3-Fluoro-4-methoxy-benzenesulphonic acid 3'-amino-4-(2,4-diamino-pyrimidin-5-ylmethyl)-6-ethoxy-biphenyl-2-yl ester

HRID 2416318Notes

Reaction equation

HRID 2416318 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]2[C:9]([OH:26])=[CH:10][C:11]([CH2:17][C:18]3[C:19]([NH2:25])=[N:20][C:21]([NH2:24])=[N:22][CH:23]=3)=[CH:12][C:13]=2[O:14][CH2:15][CH3:16])[CH:5]=[CH:6][CH:7]=1.[F:27][C:28]1[CH:29]=[C:30]([S:36](Cl)(=[O:38])=[O:37])[CH:31]=[CH:32][C:33]=1[O:34][CH3:35]>>[NH2:1][C:2]1[CH:3]=[C:4]([C:8]2[C:13]([O:14][CH2:15][CH3:16])=[CH:12][C:11]([CH2:17][C:18]3[C:19]([NH2:25])=[N:20][C:21]([NH2:24])=[N:22][CH:23]=3)=[CH:10][C:9]=2[O:26][S:36]([C:30]2[CH:31]=[CH:32][C:33]([O:34][CH3:35])=[C:28]([F:27])[CH:29]=2)(=[O:37])=[O:38])[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 27745403-Fluoro-4-methoxybenzene-1-sulfonyl chlorideHCID 226369793'-Amino-4-(2,4-diamino-pyrimidin-5-ylmethyl)-6-ethoxy-biphenyl-2-ol

Product 1

HCID 867595623-Fluoro-4-methoxy-benzenesulphonic acid 3'-amino-4-(2,4-diamino-pyrimidin-5-ylmethyl)-6-ethoxy-biphenyl-2-yl esterYield 76.1%

Procedure

Starting from 3′-amino-4-(2,4-diamino-pyrimidin-5-ylmethyl)-6-ethoxy-biphenyl-2-ol (100 mg; 0.28 mmol) and 3-fluoro-4-methoxy-benzenesulphonyl chloride (115 mg; 0.51 mmol), 115 mg of the title compound are obtained as a pale yellow solid.

Sources & evidence

ORD record
ord-1c6509a6b51844f9822a73d43310d88e
Source dataset
uspto-grants-2004_11
Patent number
US06821980B1

Reaction notes

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