4-Chlorophenylboronic acid → HCID 67505011, compound

HRID 1929862Notes

Reaction equation

HRID 1929862 reaction equation
CO[C:3]([C:5]1[CH:10]=[C:9](Br)[C:8](=[O:12])[NH:7][CH:6]=1)=[O:4].O[CH2:14][CH2:15][CH2:16][N:17]1[CH2:21][CH2:20][CH2:19][C:18]1=[O:22].[Cl:23][C:24]1[CH:29]=[CH:28][C:27](B(O)O)=[CH:26][CH:25]=1.[NH2:33][C@@H:34]1[CH2:39][CH2:38][CH2:37][CH2:36][C@H:35]1[OH:40]>>[Cl:23][C:24]1[CH:29]=[CH:28][C:27]([C:9]2[C:8]([O:12][CH2:14][CH2:15][CH2:16][N:17]3[CH2:21][CH2:20][CH2:19][C:18]3=[O:22])=[N:7][CH:6]=[C:5]([CH:10]=2)[C:3]([NH:33][C@@H:34]2[CH2:39][CH2:38][CH2:37][CH2:36][C@H:35]2[OH:40])=[O:4])=[CH:26][CH:25]=1

Participants

5

Reactant 4

HCID 742994-Chlorophenylboronic acidHCID 5667441-(3-Hydroxypropyl)pyrrolidin-2-oneHCID 735777(1R,2R)-2-AminocyclohexanolHCID 2764315Methyl 5-bromo-6-hydroxynicotinate

Product 1

HCID 67505011HCID 67505011, compound

Procedure

The title compound was synthesized in analogy to the procedure described for the preparation of Example 6, using 5-bromo-1,6-dihydro-6-oxo-3-pyridinecarboxylic acid methyl ester, 1-(3-hydroxypropyl)-2-pyrrolidone (commercially available), 4-chlorophenyl-boronic acid (commercially available) and (1R,2R)-2-amino-cyclohexanol (commercially available) as starting materials. MS^(ISP): 472.1 (M+H+).

Workup

  1. customdescribed for the preparation of Example 6

Sources & evidence

ORD record
ord-7b7f1421c91b4ddf883f5fae436f7c48
Source dataset
uspto-grants-2012_05
Patent number
US08188093B2

Reaction notes

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