1-Pentanol → HCID 11951298, compound

HRID 1766447Notes

Reaction equation

HRID 1766447 reaction equation
CO[C:3](=[O:12])[C:4]1[CH:9]=[C:8](Br)[C:7](Cl)=[N:6][CH:5]=1.[CH2:13]([OH:18])[CH2:14][CH2:15][CH2:16][CH3:17].[Cl:19][C:20]1[CH:25]=[C:24]([Cl:26])[CH:23]=[CH:22][C:21]=1B(O)O.[NH2:30][C@@H:31]1[CH2:36][CH2:35][CH2:34][CH2:33][C@H:32]1[OH:37]>>[Cl:19][C:20]1[CH:25]=[C:24]([Cl:26])[CH:23]=[CH:22][C:21]=1[C:8]1[C:7]([O:18][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])=[N:6][CH:5]=[C:4]([CH:9]=1)[C:3]([NH:30][C@@H:31]1[CH2:36][CH2:35][CH2:34][CH2:33][C@H:32]1[OH:37])=[O:12]

Participants

5

Reactant 4

HCID 62761-PentanolHCID 735777(1R,2R)-2-AminocyclohexanolHCID 2734659(2,4-Dichlorophenyl)boronic acidHCID 2764313Methyl 5-bromo-6-chloronicotinate

Product 1

HCID 11951298HCID 11951298, compound

Procedure

The title compound was synthesized in analogy to the procedure described for the preparation of Example 11, using 5-bromo-6-chloro-nicotinic acid methylester, pentanol (commercially available), 2,4-dichlorophenyl-boronic acid (commercially available) and (1R,2R)-2-amino-cyclohexanol (commercially available) as starting materials. MS (m/e): 451.2 (MH+).

Workup

  1. customdescribed for the preparation of Example 11

Sources & evidence

ORD record
ord-3ce6e4ccd3dc43948f995476f3c56f52
Source dataset
uspto-grants-2007_06
Patent number
US07229999B2

Reaction notes

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