Cyclopropanemethanol → HCID 21109633, compound

HRID 1766552Notes

Reaction equation

HRID 1766552 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:9]([OH:11])=O)[CH:5]=[N:6][C:7]=1Cl.[OH:12][CH2:13][CH:14]1[CH2:16][CH2:15]1.[C:17]([C:19]1[CH:24]=[CH:23][C:22](B(O)O)=[CH:21][CH:20]=1)#[N:18].[NH2:28][CH2:29][C:30]([CH:33]1[CH2:35][CH2:34]1)([OH:32])[CH3:31]>>[C:17]([C:19]1[CH:24]=[CH:23][C:22]([C:2]2[C:7]([O:12][CH2:13][CH:14]3[CH2:16][CH2:15]3)=[N:6][CH:5]=[C:4]([CH:3]=2)[C:9]([NH:28][CH2:29][C:30]([CH:33]2[CH2:35][CH2:34]2)([OH:32])[CH3:31])=[O:11])=[CH:21][CH:20]=1)#[N:18]

Participants

5

Reactant 4

HCID 75644CyclopropanemethanolHCID 2854335-Bromo-6-chloropyridine-3-carboxylic acidHCID 27343264-Cyanophenylboronic acidHCID 211096921-Amino-2-cyclopropylpropan-2-ol

Product 1

HCID 21109633HCID 21109633, compound

Procedure

The title compound was synthesized in analogy to Example 75, using 5-bromo-6-chloro-3-pyridinecarboxylic acid, hydroxymethyl-cyclopropan, 4-cyanophenylboronic acid and (+)-1-amino-2-cyclopropyl-propan-2-ol as starting materials to yield (+)-5-(4-cyano-phenyl)-N-(2-cyclopropyl-2-hydroxy-propyl)-6-cyclopropylmethoxy-nicotinamide. MS (ISP) 392.2 (M+H)+, αD20: +1.7° in MeOH.

Workup

  1. customThe title compound was synthesized in analogy to Example 75

Sources & evidence

ORD record
ord-ac339244d54b449c9dc1dd07b05bb9ff
Source dataset
uspto-grants-2007_06
Patent number
US07229999B2

Reaction notes

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