Cyclopropanemethanol → HCID 11951300, compound

HRID 1766449Notes

Reaction equation

HRID 1766449 reaction equation
CO[C:3](=[O:12])[C:4]1[CH:9]=[C:8](Br)[C:7](Cl)=[N:6][CH:5]=1.[CH:13]1([CH2:16][OH:17])[CH2:15][CH2:14]1.[Cl:18][C:19]1[CH:24]=[C:23]([Cl:25])[CH:22]=[CH:21][C:20]=1B(O)O.[NH2:29][C@@H:30]1[CH2:35][CH2:34][CH2:33][CH2:32][C@H:31]1[OH:36]>>[CH:13]1([CH2:16][O:17][C:7]2[C:8]([C:22]3[CH:21]=[CH:20][C:19]([Cl:18])=[CH:24][C:23]=3[Cl:25])=[CH:9][C:4]([C:3]([NH:29][C@@H:30]3[CH2:35][CH2:34][CH2:33][CH2:32][C@H:31]3[OH:36])=[O:12])=[CH:5][N:6]=2)[CH2:15][CH2:14]1

Participants

5

Reactant 4

HCID 75644CyclopropanemethanolHCID 735777(1R,2R)-2-AminocyclohexanolHCID 2734659(2,4-Dichlorophenyl)boronic acidHCID 2764313Methyl 5-bromo-6-chloronicotinate

Product 1

HCID 11951300HCID 11951300, 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, cyclopropyl-methanol (commercially available), 2,4-dichlorophenyl-boronic acid (commercially available), and (1R,2R)-2-amino-cyclohexanol (commercially available) as starting materials. MS (m/e): 435.3 (MH+).

Workup

  1. customdescribed for the preparation of Example 11

Sources & evidence

ORD record
ord-b0076c6fe10e4ba684091ae5eb9e9f54
Source dataset
uspto-grants-2007_06
Patent number
US07229999B2

Reaction notes

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