5-Bromo-2-nitrothiophene-3-carboxamide → 5-[4-(3-Fluorooxetan-3-yl)phenyl]-2-nitrothiophene-3-carboxamide

HRID 385723Notes

Reaction equation

HRID 385723 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.[F:13][C:14]1([C:18]2[CH:23]=[CH:22][C:21](B3OC(C)(C)C(C)(C)O3)=[CH:20][CH:19]=2)[CH2:17][O:16][CH2:15]1>>[F:13][C:14]1([C:18]2[CH:23]=[CH:22][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:20][CH:19]=2)[CH2:17][O:16][CH2:15]1

Participants

3

Reactant 2

HCID 534029485-Bromo-2-nitrothiophene-3-carboxamide3×HCID 595260722-(4-(3-Fluorooxetan-3-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Product 1

HCID 595261965-[4-(3-Fluorooxetan-3-yl)phenyl]-2-nitrothiophene-3-carboxamide

Procedure

The title compound was prepared according to the general procedure in Intermediate 10 Step 5 using 5-bromo-2-nitrothiophene-3-carboxamide (Intermediate 10, Step 4) (0.31 g, 1.23 mmol) and 2-[4-(3-fluorooxetan-3-yl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (0.378 g, 1.36 mmol) as the starting materials.

Sources & evidence

ORD record
ord-35293c296452406ba6724212a4d61b3a
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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