(E)-But-2-EN-2-ylboronic acid → 4-{5-Cyano-7-[(1Z)-1-methylprop-1-en-1-yl]-1,3-benzoxazol-2-yl}-N-({1-[5-(trifluoromethyl)pyridin-2-yl]piperidin-4-yl}methyl)benzamide

HRID 2093639Notes

Reaction equation

HRID 2093639 reaction equation
Br[C:2]1[C:10]2[O:9][C:8]([C:11]3[CH:36]=[CH:35][C:14]([C:15]([NH:17][CH2:18][CH:19]4[CH2:24][CH2:23][N:22]([C:25]5[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][N:26]=5)[CH2:21][CH2:20]4)=[O:16])=[CH:13][CH:12]=3)=[N:7][C:6]=2[CH:5]=[C:4]([C:37]#[N:38])[CH:3]=1.[CH3:39]/[C:40](/B(O)O)=[CH:41]/[CH3:42]>>[C:37]([C:4]1[CH:3]=[C:2](/[C:40](/[CH3:39])=[CH:41]\[CH3:42])[C:10]2[O:9][C:8]([C:11]3[CH:36]=[CH:35][C:14]([C:15]([NH:17][CH2:18][CH:19]4[CH2:20][CH2:21][N:22]([C:25]5[CH:30]=[CH:29][C:28]([C:31]([F:32])([F:33])[F:34])=[CH:27][N:26]=5)[CH2:23][CH2:24]4)=[O:16])=[CH:13][CH:12]=3)=[N:7][C:6]=2[CH:5]=1)#[N:38]

Participants

3

Reactant 2

HCID 11389361(E)-But-2-EN-2-ylboronic acidHCID 687416644-(7-Bromo-5-cyano-1,3-benzoxazol-2-yl)-N-({1-[5-(trifluoromethyl)pyridin-2-yl]piperidin-4-yl}methyl)benzamide

Product 1

HCID 687837584-{5-Cyano-7-[(1Z)-1-methylprop-1-en-1-yl]-1,3-benzoxazol-2-yl}-N-({1-[5-(trifluoromethyl)pyridin-2-yl]piperidin-4-yl}methyl)benzamide

Procedure

The title compound was prepared from 4-(7-bromo-5-cyano-1,3-benzoxazol-2-yl)-N-({1-[5-(trifluoromethyl)pyridin-2-yl]piperidin-4-yl}methyl)benzamide and [(1E)-1-methylprop-1-en-1-yl]boronic acid by a procedure analogous to that described in EXAMPLE 113, Step B. Mass spectrum (ESI) 560.2 (M+1).

Sources & evidence

ORD record
ord-80e9f233b6a1471b95bee8d204a9f4f8
Source dataset
uspto-grants-2013_05
Patent number
US08445480B2

Reaction notes

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