Isopropylethanediol → HCID 11952199, compound

HRID 1159246Notes

Reaction equation

HRID 1159246 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]([O:16][CH2:17][CH2:18][OH:19])([CH3:15])[CH3:14].[Cl:20][C:21]1[CH:26]=[CH:25][C:24](B(O)O)=[CH:23][CH:22]=1.[NH2:30][C@@H:31]1[CH2:36][CH2:35][CH2:34][CH2:33][C@H:32]1[OH:37]>>[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([C:8]2[C:7]([O:19][CH2:18][CH2:17][O:16][CH:13]([CH3:15])[CH3:14])=[N:6][CH:5]=[C:4]([CH:9]=2)[C:3]([NH:30][C@@H:31]2[CH2:36][CH2:35][CH2:34][CH2:33][C@H:32]2[OH:37])=[O:12])=[CH:23][CH:22]=1

Participants

5

Reactant 4

HCID 7996IsopropylethanediolHCID 742994-Chlorophenylboronic acidHCID 735777(1R,2R)-2-AminocyclohexanolHCID 2764313Methyl 5-bromo-6-chloronicotinate

Product 1

HCID 11952199HCID 11952199, compound

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, 2-isopropoxy-ethanol (commercially available), 4-chlorophenyl-boronic acid (commercially available) and (1R,2R)-2-amino-cyclohexanol (commercially available) as starting materials. MS (ISP): 433.2 (M+H+).

Workup

  1. customdescribed for the preparation of Example 43

Sources & evidence

ORD record
ord-989bad9076214d66a550e88f73228c14
Source dataset
uspto-grants-2010_10
Patent number
US07812028B2

Reaction notes

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