Glycol monoethyl ether → HCID 11952379, compound

HRID 1929856Notes

Reaction equation

HRID 1929856 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:9]([OH:11])=O)[CH:5]=[N:6][C:7]=1Cl.[CH2:12]([O:14][CH2:15][CH2:16][OH:17])[CH3:13].[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:17][CH2:16][CH2:15][O:14][CH2:12][CH3:13])=[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 8076Glycol monoethyl etherHCID 742994-Chlorophenylboronic acidHCID 2854335-Bromo-6-chloropyridine-3-carboxylic acidHCID 735777(1R,2R)-2-Aminocyclohexanol

Product 1

HCID 11952379HCID 11952379, 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, 2-ethoxyethanol (commercially available), 4-chlorophenyl-boronic acid (commercially available), and (1R,2R)-2-amino-cyclohexanol (commercially available) as starting materials. MS (ISP): 419.3 (M+H+).

Workup

  1. customdescribed for the preparation of Example 31

Sources & evidence

ORD record
ord-6c19241b8b174659a2c5669cd8138f33
Source dataset
uspto-grants-2012_05
Patent number
US08188093B2

Reaction notes

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