Ethyl 1-(4-bromo-3-fluorobenzyl)azetidine-3-carboxylate → Ethyl 1-((4-(6-benzylbenzofuran-2-yl)-3-fluorophenyl)methyl)azetidine-3-carboxylate

HRID 2075200Notes

Reaction equation

HRID 2075200 reaction equation
Br[C:2]1[CH:17]=[CH:16][C:5]([CH2:6][N:7]2[CH2:10][CH:9]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:8]2)=[CH:4][C:3]=1[F:18].[CH2:19]([C:26]1[CH:37]=[CH:36][C:29]2[CH:30]=[C:31](B(O)O)[O:32][C:28]=2[CH:27]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[CH2:19]([C:26]1[CH:37]=[CH:36][C:29]2[CH:30]=[C:31]([C:2]3[CH:17]=[CH:16][C:5]([CH2:6][N:7]4[CH2:10][CH:9]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:8]4)=[CH:4][C:3]=3[F:18])[O:32][C:28]=2[CH:27]=1)[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 58415312Ethyl 1-(4-bromo-3-fluorobenzyl)azetidine-3-carboxylateHCID 584154036-Benzylbenzofuran-2-ylboronic acid

Product 1

HCID 59651815Ethyl 1-((4-(6-benzylbenzofuran-2-yl)-3-fluorophenyl)methyl)azetidine-3-carboxylate

Procedure

Synthesized according to Scheme B2 and general procedure F using ethyl 1-(4-bromo-3-fluorobenzyl)azetidine-3-carboxylate (0.150 g, 0.474 mmol) and 6-benzylbenzofuran-2-ylboronic acid (0.155 g, 0.617 mmol) to give ethyl 1-((4-(6-benzylbenzofuran-2-yl)-3-fluorophenyl)methyl)azetidine-3-carboxylate. MS (ESI) m/z: Calculated: 443.2; Observed: 444.1 (M++1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-fa971ed7244d46bb82adae5c78321d54
Source dataset
uspto-grants-2011_04
Patent number
US07919519B2

Reaction notes

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