Thiophene-3-boronic acid → HCID 10249400, compound

HRID 855541Notes

Reaction equation

HRID 855541 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([CH:8]([CH2:17][CH:18]2[CH2:22][CH2:21][CH2:20][CH2:19]2)[C:9]([NH:11][C:12]2[S:13][CH:14]=[CH:15][N:16]=2)=[O:10])=[CH:4][CH:3]=1.[S:23]1[CH:27]=[CH:26][C:25](B(O)O)=[CH:24]1>>[CH:18]1([CH2:17][CH:8]([C:5]2[CH:6]=[N:7][C:2]([C:25]3[CH:26]=[CH:27][S:23][CH:24]=3)=[CH:3][CH:4]=2)[C:9]([NH:11][C:12]2[S:13][CH:14]=[CH:15][N:16]=2)=[O:10])[CH2:22][CH2:21][CH2:20][CH2:19]1

Participants

3

Reactant 2

HCID 581760Thiophene-3-boronic acidHCID 9884180HCID 9884180, compound

Product 1

HCID 10249400HCID 10249400, compound

Procedure

Cross-coupling of 2-(6-chloropyridin-3-yl)-3-cyclopentyl-N-thiazol-2-ylpropionamide (EXAMPLE 1, 100 mg, 297 μmol) with thiophene-3-boronic acid (100 mg, 781 μmol), utilising a procedure similar to that described above for EXAMPLE 2, furnished the title compound: RTA=3.83 min; m/z (ES+)=384.2 [M+H]+.

Sources & evidence

ORD record
ord-17e32a70f529401f9868244d554e0e23
Source dataset
uspto-grants-2007_08
Patent number
US07262196B2

Reaction notes

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