3-(Bromomethyl)thiophene → 3-Formyl-2-[(4-methoxy-benzenesulfonyl)-thiophen-3-ylmethyl-amino]-benzoic acid methyl ester

HRID 583386Notes

Reaction equation

HRID 583386 reaction equation
[CH3:1][O:2][C:3](=[O:24])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH:10]=[O:11])[C:5]=1[NH:12][S:13]([C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=1)(=[O:15])=[O:14].Br[CH2:26][C:27]1[CH:31]=[CH:30][S:29][CH:28]=1>>[CH3:1][O:2][C:3](=[O:24])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH:10]=[O:11])[C:5]=1[N:12]([S:13]([C:16]1[CH:17]=[CH:18][C:19]([O:22][CH3:23])=[CH:20][CH:21]=1)(=[O:14])=[O:15])[CH2:26][C:27]1[CH:31]=[CH:30][S:29][CH:28]=1

Participants

3

Reactant 2

HCID 5207033-(Bromomethyl)thiopheneHCID 543619953-Formyl-2-(4-methoxy-benzenesulfonylamino)-benzoic acid methyl ester

Product 1

HCID 867543153-Formyl-2-[(4-methoxy-benzenesulfonyl)-thiophen-3-ylmethyl-amino]-benzoic acid methyl esterYield 86%

Procedure

Following the procedure of Example 322, 1.0 g (2.865 mmol) of the product of Example 321 is reacted with 3-bromomethyl thiophene to give 1.10 g (86%) of the product as a white solid after chromatography on silica gel eluting with EtOAc/Hexanes (1:3). Electrospray Mass Spec: 446.1 (M+H)+.

Sources & evidence

ORD record
ord-ef55dff1e5284b8284ac9a1fb622984b
Source dataset
uspto-grants-1999_07
Patent number
US05929097

Reaction notes

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