Benzonitrile, 4-bromo- → HCID 57389142, compound

HRID 1184726Notes

Reaction equation

[CH:1]([O:4][C:5]([N:7]1[CH2:12][CH2:11][CH:10]([CH:13]2[CH2:17][C:16]3[CH:18]=[C:19](B4OC(C)(C)C(C)(C)O4)[CH:20]=[CH:21][C:15]=3[O:14]2)[CH2:9][CH2:8]1)=[O:6])([CH3:3])[CH3:2].Br[C:32]1[CH:39]=[CH:38][C:35]([C:36]#[N:37])=[CH:34][CH:33]=1>>[CH:1]([O:4][C:5]([N:7]1[CH2:8][CH2:9][CH:10]([CH:13]2[CH2:17][C:16]3[CH:18]=[C:19]([C:32]4[CH:39]=[CH:38][C:35]([C:36]#[N:37])=[CH:34][CH:33]=4)[CH:20]=[CH:21][C:15]=3[O:14]2)[CH2:11][CH2:12]1)=[O:6])([CH3:2])[CH3:3]

Participants

Reactant 2

HCID 12162Benzonitrile, 4-bromo-

HCID 67973765HCID 67973765, compound

Product 1

HCID 57389142HCID 57389142, compoundYield 66%

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 isopropyl ester and 4-bromo-benzonitrile following a procedure analogous to that described in Example 1. Yield: 66% of theory; LC (method 1): tR=1.52 min; Mass spectrum (ESI+): m/z=391 [M+H]+.

Sources & evidence

ORD record: ord-5f9f7bead2b346d49f30292c79f315e8
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08669271B2

Reaction notes

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