4-Chlorophenylboronic acid → HCID 11952378, compound

HRID 1929855Notes

Reaction equation

HRID 1929855 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:9]([OH:11])=O)[CH:5]=[N:6][C:7]=1Cl.[Cl:12][C:13]1[CH:18]=[CH:17][C:16](B(O)O)=[CH:15][CH:14]=1.[NH2:22][C@@H:23]1[CH2:28][CH2:27][CH2:26][CH2:25][C@H:24]1[OH:29]>CC(C)CO>[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([C:2]2[C:7]([O:11][CH2:9][CH:4]([CH3:5])[CH3:3])=[N:6][CH:5]=[C:4]([CH:3]=2)[C:9]([NH:22][C@@H:23]2[CH2:28][CH2:27][CH2:26][CH2:25][C@H:24]2[OH:29])=[O:11])=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 742994-Chlorophenylboronic acidHCID 2854335-Bromo-6-chloropyridine-3-carboxylic acidHCID 735777(1R,2R)-2-Aminocyclohexanol

Product 1

HCID 11952378HCID 11952378, compound

Reagents, catalysts & solvents 1

HCID 6560IsobutanolSolvent

Procedure

The title compound was synthesized in analogy to the procedure described for the preparation of Example 31, using 5-bromo-6-chloro-3-pyridinecarboxylic acid, 2-methyl-1-propanol (commercially available), 4-chlorophenyl-boronic acid (commercially available), and (1R,2R)-2-amino-cyclohexanol (commercially available) as starting materials. MS (ISP): 403.4 (M+H+).

Workup

  1. customdescribed for the preparation of Example 31

Sources & evidence

ORD record
ord-9cfc375295bf4ea6bba9b1131500b88b
Source dataset
uspto-grants-2012_05
Patent number
US08188093B2

Reaction notes

Loading…