Benzo[b]furan-2-boronic acid → [5-(3-Benzofuran-2-yl-phenyl)-2,4-dimethyl-2H-pyrazol-3-yl]-(3-diethylamino-pyrrolidin-1-yl)-methanone

HRID 1011915Notes

Reaction equation

HRID 1011915 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:8]2[C:9]([CH3:26])=[C:10]([C:14]([N:16]3[CH2:20][CH2:19][CH:18]([N:21]([CH2:24][CH3:25])[CH2:22][CH3:23])[CH2:17]3)=[O:15])[N:11]([CH3:13])[N:12]=2)[CH:5]=[CH:6][CH:7]=1.[O:27]1[C:31](B(O)O)=[CH:30][C:29]2[CH:35]=[CH:36][CH:37]=[CH:38][C:28]1=2>>[O:27]1[C:28]2[CH:38]=[CH:37][CH:36]=[CH:35][C:29]=2[CH:30]=[C:31]1[C:3]1[CH:2]=[CH:7][CH:6]=[CH:5][C:4]=1[C:8]1[C:9]([CH3:26])=[C:10]([C:14]([N:16]2[CH2:20][CH2:19][CH:18]([N:21]([CH2:24][CH3:25])[CH2:22][CH3:23])[CH2:17]2)=[O:15])[N:11]([CH3:13])[N:12]=1

Participants

3

Reactant 2

HCID 2776266Benzo[b]furan-2-boronic acidHCID 67314617[5-(3-Bromo-phenyl)-2,4-dimethyl-2H-pyrazol-3-yl]-(3-diethylamino-pyrrolidin-1-yl)-methanone

Product 1

HCID 67313967[5-(3-Benzofuran-2-yl-phenyl)-2,4-dimethyl-2H-pyrazol-3-yl]-(3-diethylamino-pyrrolidin-1-yl)-methanoneYield 36%

Procedure

In analogy to the procedure described in Example 14C], [5-(3-bromo-phenyl)-2,4-dimethyl-2H-pyrazol-3-yl]-(3-diethylamino-pyrrolidin-1-yl)-methanone and benzo[b]furan-2-boronic acid gave the title compound in 36% yield as yellow foam. MS: 457.4 (MH+).

Sources & evidence

ORD record
ord-82d0b158de0a4fa0b20843521a484e19
Source dataset
uspto-grants-2011_07
Patent number
US07977358B2

Reaction notes

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