4-Chlorophenylboronic acid → HCID 24857165, compound

HRID 1929871Notes

Reaction equation

HRID 1929871 reaction equation
CO[C:3](=[O:12])[C:4]1[CH:9]=[C:8](Br)[C:7](Cl)=[N:6][CH:5]=1.[CH3:13][O:14][CH2:15][CH2:16][NH:17][CH3:18].[Cl:19][C:20]1[CH:25]=[CH:24][C:23](B(O)O)=[CH:22][CH:21]=1.[NH2:29][CH2:30][C:31]([CH:34]1[CH2:36][CH2:35]1)([OH:33])[CH3:32]>>[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([C:8]2[C:7]([N:17]([CH2:16][CH2:15][O:14][CH3:13])[CH3:18])=[N:6][CH:5]=[C:4]([CH:9]=2)[C:3]([NH:29][CH2:30][C:31]([CH:34]2[CH2:36][CH2:35]2)([OH:33])[CH3:32])=[O:12])=[CH:22][CH:21]=1

Participants

5

Reactant 4

HCID 742994-Chlorophenylboronic acidHCID 300977(2-Methoxyethyl)(methyl)amineHCID 2764313Methyl 5-bromo-6-chloronicotinateHCID 211096921-Amino-2-cyclopropylpropan-2-ol

Product 1

HCID 24857165HCID 24857165, 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, N-(2-methoxyethyl)methylamine (commercially available), 4-chlorophenyl-boronic acid (commercially available) and rac-1-amino-2-cyclopropyl-propan-2-ol (commercially available) as starting materials. MS (ISP): 418.3 (M+H+).

Workup

  1. customdescribed for the preparation of Example 43

Sources & evidence

ORD record
ord-9e7e22585c674702a408a293b58910fe
Source dataset
uspto-grants-2012_05
Patent number
US08188093B2

Reaction notes

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