5-(1-Phenylpropyl)-benzofuran-2-ylboronic acid → Methyl 1-((3-fluoro-4-(5-(1-phenylpropyl)benzofuran-2-yl)phenyl)methyl)azetidine-3-carboxylate

HRID 2075212Notes

Reaction equation

HRID 2075212 reaction equation
Br[C:2]1[CH:16]=[CH:15][C:5]([CH2:6][N:7]2[CH2:10][CH:9]([C:11]([O:13][CH3:14])=[O:12])[CH2:8]2)=[CH:4][C:3]=1[F:17].[C:18]1([CH:24]([C:27]2[CH:28]=[CH:29][C:30]3[O:34][C:33](B(O)O)=[CH:32][C:31]=3[CH:38]=2)[CH2:25][CH3:26])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>>[F:17][C:3]1[CH:4]=[C:5]([CH2:6][N:7]2[CH2:10][CH:9]([C:11]([O:13][CH3:14])=[O:12])[CH2:8]2)[CH:15]=[CH:16][C:2]=1[C:33]1[O:34][C:30]2[CH:29]=[CH:28][C:27]([CH:24]([C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH2:25][CH3:26])=[CH:38][C:31]=2[CH:32]=1

Participants

3

Reactant 2

HCID 584153755-(1-Phenylpropyl)-benzofuran-2-ylboronic acidHCID 59651823Methyl 1-(4-bromo-3-fluorobenzyl)azetidine-3-carboxylate

Product 1

HCID 58415326Methyl 1-((3-fluoro-4-(5-(1-phenylpropyl)benzofuran-2-yl)phenyl)methyl)azetidine-3-carboxylate

Procedure

Synthesized according to Scheme B2 and general procedure F using methyl 1-(4-bromo-3-fluorobenzyl)azetidine-3-carboxylate (1.76 g, 5.81 mmol) and 5-(1-phenylpropyl)-benzofuran-2-ylboronic acid (1.63 g, 5.81 mmol) to give methyl 1-((3-fluoro-4-(5-(1-phenylpropyl)benzofuran-2-yl)phenyl)methyl)azetidine-3-carboxylate. MS (ESI) m/z: Calculated: 457.2; Observed: 458.3 (M++1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-f106190c4040454b9b3541af1cfb59bf
Source dataset
uspto-grants-2011_04
Patent number
US07919519B2

Reaction notes

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