Methyl 1-(4-ethynyl-3-fluorobenzyl)azetidine-3-carboxylate → Methyl 1-((3-fluoro-4-(5-(pyrimidin-2-ylmethyl)benzofuran-2-yl)phenyl)methyl)azetidine-3-carboxylate
Reaction equation
I[C:2]1[CH:7]=[C:6]([CH2:8][C:9]2[N:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[CH:5]=[CH:4][C:3]=1[OH:15].[C:16]([C:18]1[CH:32]=[CH:31][C:21]([CH2:22][N:23]2[CH2:26][CH:25]([C:27]([O:29][CH3:30])=[O:28])[CH2:24]2)=[CH:20][C:19]=1[F:33])#[CH:17]>>[F:33][C:19]1[CH:20]=[C:21]([CH2:22][N:23]2[CH2:26][CH:25]([C:27]([O:29][CH3:30])=[O:28])[CH2:24]2)[CH:31]=[CH:32][C:18]=1[C:16]1[O:15][C:3]2[CH:4]=[CH:5][C:6]([CH2:8][C:9]3[N:14]=[CH:13][CH:12]=[CH:11][N:10]=3)=[CH:7][C:2]=2[CH:17]=1Participants
3
Procedure
Synthesized according to Scheme B3 and general procedure G from 2-iodo-4-(pyrimidin-2-ylmethyl)phenol (0.230 g, 0.74 mmol) and methyl 1-(4-ethynyl-3-fluorobenzyl)azetidine-3-carboxylate (0.220 g, 0.89 mmol). MS (ESI) m/z: Calculated: 431.2; Observed: 432.5 (M++1).
Workup
- customSynthesized
Sources & evidence
- ORD record
- ord-3797f8b35c6b45fc9d5eb5f5d2dc32fc
- Source dataset
- uspto-grants-2011_04
- Patent number
- US07919519B2
Reaction notes
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