3-Methyl-1H-pyrazole-4-boronic acid pinacol ester → HCID 178434496, compound

HRID 628019Notes

Reaction equation

HRID 628019 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]2[C:11]3[S:12][C:13]([C:15]([N:17]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=4[Cl:25])[CH3:18])=[O:16])=[CH:14][C:10]=3[CH2:9][CH2:8][O:7][C:6]=2[CH:26]=1.[CH3:27][C:28]1[NH:32][N:31]=[CH:30][C:29]=1B1OC(C)(C)C(C)(C)O1>>[Cl:25][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=1[N:17]([CH3:18])[C:15]([C:13]1[S:12][C:11]2[C:5]3[CH:4]=[CH:3][C:2]([C:29]4[C:28]([CH3:27])=[N:32][NH:31][CH:30]=4)=[CH:26][C:6]=3[O:7][CH2:8][CH2:9][C:10]=2[CH:14]=1)=[O:16]

Participants

3

Reactant 2

HCID 177502703-Methyl-1H-pyrazole-4-boronic acid pinacol esterHCID 442424278-bromo-N-(2-chlorophenyl)-N-methyl-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamide

Product 1

HCID 178434496HCID 178434496, compound

Procedure

Following the procedure in Example 93, 8-bromo-N-(2-chlorophenyl)-N-methyl-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamide was coupled with 5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole to give 318. MS (ESI) 450.1

Sources & evidence

ORD record
ord-680a2eecf47c41768f472a4e9fb7d470
Source dataset
uspto-grants-2016_04
Patent number
US09309265B2

Reaction notes

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