Ethyl 1-(4-bromo-3-fluorobenzyl)azetidine-3-carboxylate → Ethyl 1-(3-fluoro-4-(5-(2-phenylpropan-2-yl)benzofuran-2-yl)benzyl)azetidine-3-carboxylate

HRID 2075215Notes

Reaction equation

HRID 2075215 reaction equation
[C:1]1([C:7]([C:10]2[CH:11]=[CH:12][C:13]3[O:17][C:16](B(O)O)=[CH:15][C:14]=3[CH:21]=2)([CH3:9])[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[C:23]1[CH:38]=[CH:37][C:26]([CH2:27][N:28]2[CH2:31][CH:30]([C:32]([O:34][CH2:35][CH3:36])=[O:33])[CH2:29]2)=[CH:25][C:24]=1[F:39]>>[F:39][C:24]1[CH:25]=[C:26]([CH:37]=[CH:38][C:23]=1[C:16]1[O:17][C:13]2[CH:12]=[CH:11][C:10]([C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)([CH3:9])[CH3:8])=[CH:21][C:14]=2[CH:15]=1)[CH2:27][N:28]1[CH2:29][CH:30]([C:32]([O:34][CH2:35][CH3:36])=[O:33])[CH2:31]1

Participants

3

Reactant 2

HCID 58415312Ethyl 1-(4-bromo-3-fluorobenzyl)azetidine-3-carboxylateHCID 584154005-(2-Phenylpropan-2-yl)benzofuran-2-ylboronic acid

Product 1

HCID 58415256Ethyl 1-(3-fluoro-4-(5-(2-phenylpropan-2-yl)benzofuran-2-yl)benzyl)azetidine-3-carboxylate

Procedure

Synthesized according to Scheme B2, Step 2 and general procedure F from 5-(2-phenylpropan-2-yl)benzofuran-2-ylboronic acid and ethyl 1-(4-bromo-3-fluorobenzyl)azetidine-3-carboxylate to give ethyl 1-(3-fluoro-4-(5-(2-phenylpropan-2-yl)benzofuran-2-yl)benzyl)azetidine-3-carboxylate as a yellow foam. MS (ESI) m/z: Calculated: 471.2; Observed: 472 (M++1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-4a7d4f6931954ec8ba286d4526a1f2e2
Source dataset
uspto-grants-2011_04
Patent number
US07919519B2

Reaction notes

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