2-Thiophenesulfonyl chloride → Thiophene-2-sulphonic acid 3'-amino-4-(2,4-diamino-pyrimidin-5-ylmethyl)-6-ethoxy-biphenyl-2-yl ester

HRID 2416319Notes

Reaction equation

HRID 2416319 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.[S:27]1[CH:31]=[CH:30][CH:29]=[C:28]1[S:32](Cl)(=[O:34])=[O:33]>>[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:32]([C:28]2[S:27][CH:31]=[CH:30][CH:29]=2)(=[O:34])=[O:33])[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 855182-Thiophenesulfonyl chlorideHCID 226369793'-Amino-4-(2,4-diamino-pyrimidin-5-ylmethyl)-6-ethoxy-biphenyl-2-ol

Product 1

HCID 17937347Thiophene-2-sulphonic acid 3'-amino-4-(2,4-diamino-pyrimidin-5-ylmethyl)-6-ethoxy-biphenyl-2-yl esterYield 51.7%

Procedure

Starting from 3′-amino-4-(2,4-diamino-pyrimidin-5-ylmethyl)-6-ethoxy-biphenyl-2-ol (100 mg; 0.28 mmol) and 2-thienylsulfonyl chloride (94 mg; 0.51 mmol), 72 mg of the title compound are isolated as a yellow foam.

Sources & evidence

ORD record
ord-50eee2a99e764dd0bf92b04e773155c5
Source dataset
uspto-grants-2004_11
Patent number
US06821980B1

Reaction notes

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