Hydrochloric Acid → HCID 11508375, compound

HRID 2244416Notes

Reaction equation

HRID 2244416 reaction equation
[CH3:1][C:2]1[S:3][C:4]([NH:21][C:22]2[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=2)=[C:5]([C:7]([NH:9][C:10]2[N:15]=[C:14]([CH2:16][O:17]C(=O)C)[CH:13]=[CH:12][CH:11]=2)=[O:8])[N:6]=1.[OH-].[Na+].O.Cl>CO>[OH:17][CH2:16][C:14]1[N:15]=[C:10]([NH:9][C:7]([C:5]2[N:6]=[C:2]([CH3:1])[S:3][C:4]=2[NH:21][C:22]2[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=2)=[O:8])[CH:11]=[CH:12][CH:13]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 11560023HCID 11560023, compound

Product 1

HCID 11508375HCID 11508375, compoundYield 85.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of acetic acid 6-{[2-methyl-5-(pyridin-3-ylamino)-thiazole-4-carbonyl]-amino}-pyridin-2-ylmethyl ester (0.046 g, 0.12 mmol) in methanol (20.00 ml) was treated with a 2N solution of NaOH in water (1.00 ml, 2.00 mmol). After 15 min stirring at room temperature, the mixture was acidified with HCl 2N, and the solvents removed. The residue was purified by flash chromatography (dichloromethane/methanol) to yield the title compound (0.035 g, 85%) as a light yellow solid, MS (ISP): m/e=342.1 (M+H+).

Workup

  1. customthe solvents removed
  2. customThe residue was purified by flash chromatography (dichloromethane/methanol)

Sources & evidence

ORD record
ord-f444a7d7c732431db19a2bd65588c207
Source dataset
uspto-grants-2010_03
Patent number
US07678815B2

Reaction notes

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