Hydrochloric Acid → HCID 44554186, compound

HRID 1663175Notes

Reaction equation

HRID 1663175 reaction equation
[C:1]([C:3]1[CH:35]=[CH:34][C:6]([CH2:7][O:8][NH:9][C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[NH:18][CH2:19][C:20]2[CH:25]=[CH:24][N:23]=[C:22]([NH:26][C:27]([CH2:29][O:30]C(=O)C)=[O:28])[CH:21]=2)=[O:11])=[CH:5][CH:4]=1)#[N:2].[OH-].[Na+].Cl>CO>[C:1]([C:3]1[CH:35]=[CH:34][C:6]([CH2:7][O:8][NH:9][C:10](=[O:11])[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[NH:18][CH2:19][C:20]2[CH:25]=[CH:24][N:23]=[C:22]([NH:26][C:27](=[O:28])[CH2:29][OH:30])[CH:21]=2)=[CH:5][CH:4]=1)#[N:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 44554188HCID 44554188, compound

Product 1

HCID 44554186HCID 44554186, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Acetic acid (4-{[2-(4-cyano-benzyloxycarbamoyl)phenylamino]-methyl}-pyridin-2-ylcarbamoyl)-methyl ester (Example 537, 52 mg) was suspended in methanol (2 ml) and 2M aqueous sodium hydroxide (1 ml) was added. The reaction mixture was stirred at room temperature for 10 minutes. The pH of the mixture was adjusted to 7 by addition of 2M hydrochloric acid. The resulting precipitate was isolated by filtration and dried in vacuo, affording the title compound. 13C-NMR (DMSO-d6) δ 171.2, 167.5, 151.7, 151.3, 148.6, 148.1, 141.9, 132.8, 132.3, 129.3, 128.1, 118.8, 118.1, 114.9, 113.0, 111.6, 111.0, 110.9, 76.1, 61.6, 45.4.

Workup

  1. customThe resulting precipitate was isolated by filtration
  2. customdried in vacuo

Sources & evidence

ORD record
ord-493614b5424f4cb48bfce97e1ee3454a
Source dataset
uspto-grants-2011_10
Patent number
US08034811B2

Reaction notes

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