4-Bromopyridine-3-carbonitrile → 4-[5-(3-Cyano-pyridin-4-yl)-2,3-dihydro-benzofuran-2-yl]-piperidine-1-carboxylic acid tert-butyl ester
Reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH:14]2[CH2:18][C:17]3[CH:19]=[C:20](B4OC(C)(C)C(C)(C)O4)[CH:21]=[CH:22][C:16]=3[O:15]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Br[C:33]1[C:38]([C:39]#[N:40])=[CH:37][N:36]=[CH:35][CH:34]=1>>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][CH:11]([CH:14]2[CH2:18][C:17]3[CH:19]=[C:20]([C:33]4[CH:34]=[CH:35][N:36]=[CH:37][C:38]=4[C:39]#[N:40])[CH:21]=[CH:22][C:16]=3[O:15]2)[CH2:12][CH2:13]1)=[O:7])([CH3:2])([CH3:4])[CH3:3]Participants
3
Reactant 2
Product 1
Procedure
The title compound is prepared from 4-[5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-2,3-dihydro-benzofuran-2-yl]-piperidine-1-carboxylic acid tert-butyl ester and 4-bromo-nicotinonitrile following a procedure analogous to that described in Example 1. LC (method 6): tR=1.31 min; Mass spectrum (ESI+): m/z=406 [M+H]+.
Sources & evidence
- ORD record
- ord-bbd0be37c7b24d9e85ab1001f8945ca4
- Source dataset
- uspto-grants-2014_03
- Patent number
- US08669271B2
Reaction notes
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