5-Bromo-2-nitrothiophene-3-carboxamide → 5-[4-(1,1-Dioxidothiomorpholin-4-yl)phenyl]-2-nitrothiophene-3-carboxamide

HRID 385729Notes

Reaction equation

HRID 385729 reaction equation
Br[C:2]1[S:6][C:5]([N+:7]([O-:9])=[O:8])=[C:4]([C:10]([NH2:12])=[O:11])[CH:3]=1.CC1(C)C(C)(C)OB([C:21]2[CH:26]=[CH:25][C:24]([N:27]3[CH2:32][CH2:31][S:30](=[O:34])(=[O:33])[CH2:29][CH2:28]3)=[CH:23][CH:22]=2)O1>>[O:34]=[S:30]1(=[O:33])[CH2:31][CH2:32][N:27]([C:24]2[CH:25]=[CH:26][C:21]([C:2]3[S:6][C:5]([N+:7]([O-:9])=[O:8])=[C:4]([C:10]([NH2:12])=[O:11])[CH:3]=3)=[CH:22][CH:23]=2)[CH2:28][CH2:29]1

Participants

3

Reactant 2

HCID 534029485-Bromo-2-nitrothiophene-3-carboxamide3×HCID 595258174-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-YL)phenyl)thiomorpholine 1,1-dioxide

Product 1

HCID 595262725-[4-(1,1-Dioxidothiomorpholin-4-yl)phenyl]-2-nitrothiophene-3-carboxamide

Procedure

The title compound was prepared from 5-bromo-2-nitrothiophene-3-carboxamide (Intermediate 10 Step 4) (300 mg, 1.20 mmol) and 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]thiomorpholine 1,1-dioxide (403 mg, 1.20 mmol) according to the general procedure described in Intermediate 10 Step 5.

Sources & evidence

ORD record
ord-87658383e03f4d0bacbb355eb7b07bdb
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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