4-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinyl)morpholine → 5-(6-Morpholin-4-ylpyridin-3-yl)-2-nitrothiophene-3-carboxamide

HRID 385728Notes

Reaction equation

HRID 385728 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:22]=[CH:23][C:24]([N:27]3[CH2:32][CH2:31][O:30][CH2:29][CH2:28]3)=[N:25][CH:26]=2)O1>>[N:27]1([C:24]2[N: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][O:30][CH2:31][CH2:32]1

Participants

3

Reactant 2

HCID 27953634-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinyl)morpholineHCID 534029485-Bromo-2-nitrothiophene-3-carboxamide3×

Product 1

HCID 595257935-(6-Morpholin-4-ylpyridin-3-yl)-2-nitrothiophene-3-carboxamide

Procedure

The title compound was prepared from 5-bromo-2-nitrothiophene-3-carboxamide (Intermediate 10, Step 4) (2.50 g, 9.96 mmol) and 4-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-yl]morpholine (2.89 g, 9.96 mmol) according to the general procedure described in Intermediate 10, Step 5.

Sources & evidence

ORD record
ord-c4db70e7b0aa4743a6a7360f679c6ecb
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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