N-Methylpropylamine → HCID 11950234, compound

HRID 1929872Notes

Reaction equation

HRID 1929872 reaction equation
CO[C:3](=[O:12])[C:4]1[CH:9]=[C:8](Br)[C:7](Cl)=[N:6][CH:5]=1.[CH3:13][NH:14][CH2:15][CH2:16][CH3:17].[F:18][C:19]1[CH:24]=[CH:23][C:22](B(O)O)=[CH:21][CH:20]=1.[NH2:28][C@@H:29]1[CH2:34][CH2:33][CH2:32][CH2:31][C@H:30]1[OH:35]>>[F:18][C:19]1[CH:24]=[CH:23][C:22]([C:8]2[C:7]([N:14]([CH3:13])[CH2:15][CH2:16][CH3:17])=[N:6][CH:5]=[C:4]([CH:9]=2)[C:3]([NH:28][C@@H:29]2[CH2:34][CH2:33][CH2:32][CH2:31][C@H:30]2[OH:35])=[O:12])=[CH:21][CH:20]=1

Participants

5

Reactant 4

HCID 12315N-MethylpropylamineHCID 2856454-Fluorophenylboronic acidHCID 735777(1R,2R)-2-AminocyclohexanolHCID 2764313Methyl 5-bromo-6-chloronicotinate

Product 1

HCID 11950234HCID 11950234, compound

Procedure

The title compound was synthesized in analogy to the procedure described for the preparation of Example 43, using 5-bromo-6-chloro-nicotinic acid methyl ester, N-methyl-N-propylamine (commercially available), 4-fluorophenyl-boronic acid (commercially available) and (1R,2R)-2-amino-cyclohexanol (commercially available) as starting materials. MS (ISP): 386.2 (M+H+).

Workup

  1. customdescribed for the preparation of Example 43

Sources & evidence

ORD record
ord-04363da9c48f435c9aa3fc9448faf918
Source dataset
uspto-grants-2012_05
Patent number
US08188093B2

Reaction notes

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