4-Cyanophenylboronic acid → 5-(4-Cyano-phenyl)-6-cyclopropylmethoxy-N-((trans)-2-hydroxy-cyclohexyl)-nicotinamide

HRID 1159236Notes

Reaction equation

HRID 1159236 reaction equation
Br[C:2]1[C:3]([O:18][CH2:19][CH:20]2[CH2:22][CH2:21]2)=[N:4][CH:5]=[C:6]([CH:17]=1)[C:7]([NH:9][C@@H:10]1[CH2:15][CH2:14][CH2:13][CH2:12][C@H:11]1[OH:16])=[O:8].[C:23]([C:25]1[CH:30]=[CH:29][C:28](B(O)O)=[CH:27][CH:26]=1)#[N:24]>>[C:23]([C:25]1[CH:30]=[CH:29][C:28]([C:2]2[C:3]([O:18][CH2:19][CH:20]3[CH2:22][CH2:21]3)=[N:4][CH:5]=[C:6]([CH:17]=2)[C:7]([NH:9][C@@H:10]2[CH2:15][CH2:14][CH2:13][CH2:12][C@H:11]2[OH:16])=[O:8])=[CH:27][CH:26]=1)#[N:24]

Participants

3

Reactant 2

HCID 27343264-Cyanophenylboronic acidHCID 675049715-bromo-6-cyclopropylmethoxy-N-(trans-2-hydroxy-cyclohexyl)-nicotinamide

Product 1

HCID 248566375-(4-Cyano-phenyl)-6-cyclopropylmethoxy-N-((trans)-2-hydroxy-cyclohexyl)-nicotinamide

Procedure

The title compound was synthesized in analogy to the procedure described for the preparation of Example 31, using 5-bromo-6-cyclopropylmethoxy-N-(trans-2-hydroxy-cyclohexyl)-nicotinamide and 4-cyanophenylboronic acid (commercially available) as starting materials. MS (ISP): 392.2 (M+H)+.

Workup

  1. customdescribed for the preparation of Example 31

Sources & evidence

ORD record
ord-656df89d3f9247eb9a05fd0895c6f8cf
Source dataset
uspto-grants-2010_10
Patent number
US07812028B2

Reaction notes

Loading…