4-Chlorophenylboronic acid → HCID 11952382, compound

HRID 1159255Notes

Reaction equation

HRID 1159255 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:9]([OH:11])=O)[CH:5]=[N:6][C:7]=1Cl.[OH:12][CH2:13][CH:14]1[CH2:17][CH2:16][O:15]1.[Cl: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]>>[Cl:18][C:19]1[CH:24]=[CH:23][C:22]([C:2]2[C:7]([O:12][CH2:13][CH:14]3[CH2:17][CH2:16][O:15]3)=[N:6][CH:5]=[C:4]([CH:3]=2)[C:9]([NH:28][C@@H:29]2[CH2:34][CH2:33][CH2:32][CH2:31][C@H:30]2[OH:35])=[O:11])=[CH:21][CH:20]=1

Participants

5

Reactant 4

HCID 742994-Chlorophenylboronic acidHCID 2854335-Bromo-6-chloropyridine-3-carboxylic acidHCID 735777(1R,2R)-2-AminocyclohexanolHCID 12284142(Oxetan-2-yl)methanol

Product 1

HCID 11952382HCID 11952382, compound

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, rac-2-hydroxymethyloxetane (commercially available), 4-chlorophenyl-boronic acid (commercially available), and (1R,2R)-2-amino-cyclohexanol (commercially available) as starting materials. MS (ISP): 417.2 (M+H+).

Workup

  1. customdescribed for the preparation of Example 31

Sources & evidence

ORD record
ord-0c72b6439d4c4f479ae9185f86a9a168
Source dataset
uspto-grants-2010_10
Patent number
US07812028B2

Reaction notes

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