4-Chlorophenylboronic acid → HCID 67505405, compound

HRID 1929851Notes

Reaction equation

HRID 1929851 reaction equation
CO[C:3](=[O:12])[C:4]1[CH:9]=[C:8](Br)[C:7](Cl)=[N:6][CH:5]=1.[Cl:13][C:14]1[CH:19]=[CH:18][C:17](B(O)O)=[CH:16][CH:15]=1.[NH2:23][C@@H:24]1[CH2:29][CH2:28][CH2:27][CH2:26][C@H:25]1[OH:30]>C(O)(C)C>[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([C:8]2[C:7]([O:30][CH:25]([CH3:26])[CH3:24])=[N:6][CH:5]=[C:4]([CH:9]=2)[C:3]([NH:23][C@@H:24]2[CH2:29][CH2:28][CH2:27][CH2:26][C@H:25]2[OH:30])=[O:12])=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 742994-Chlorophenylboronic acidHCID 735777(1R,2R)-2-AminocyclohexanolHCID 2764313Methyl 5-bromo-6-chloronicotinate

Product 1

HCID 67505405HCID 67505405, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

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, 4-chlorophenyl-boronic acid (commercially available), isopropanol (commercially available), and (1R,2R)-2-amino-cyclohexanol (commercially available) as starting materials. MS (ISP): 389.3, 391.4 (M+H+).

Workup

  1. customdescribed for the preparation of Example 43

Sources & evidence

ORD record
ord-382e4ac46bc54b60bf8f8244b55361ae
Source dataset
uspto-grants-2012_05
Patent number
US08188093B2

Reaction notes

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