Hydrochloric Acid → 2-Amino-6-[2-(7-carboxy-3-methylimidazo[1,2-a]pyridin-2-yl)ethyl]benzoxazole

HRID 728152Notes

Reaction equation

HRID 728152 reaction equation
[NH2:1][C:2]1[O:3][C:4]2[CH:10]=[C:9]([CH2:11][CH2:12][C:13]3[N:14]=[C:15]4[CH:20]=[C:19]([C:21]([O:23]C)=[O:22])[CH:18]=[CH:17][N:16]4[C:25]=3[CH3:26])[CH:8]=[CH:7][C:5]=2[N:6]=1.O.Cl>CO.[OH-].[Na+]>[NH2:1][C:2]1[O:3][C:4]2[CH:10]=[C:9]([CH2:11][CH2:12][C:13]3[N:14]=[C:15]4[CH:20]=[C:19]([C:21]([OH:23])=[O:22])[CH:18]=[CH:17][N:16]4[C:25]=3[CH3:26])[CH:8]=[CH:7][C:5]=2[N:6]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 15684569HCID 15684569, compound

Product 1

HCID 156845682-Amino-6-[2-(7-carboxy-3-methylimidazo[1,2-a]pyridin-2-yl)ethyl]benzoxazoleYield 31.3%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A mixture of 2-amino-6-[2-(7-methoxycarbonyl-3-methylimidazo[1,2-a]pyridin-2-yl)ethyl]benzoxazole (0.8 g) in methanol (8 ml) and 1N sodium hydroxide (6.8 ml) was stirred for 20 hours at ambient temperature. To the reaction mixture was added a water and the mixture was adjusted to pH 5 with 4N-hydrochloric acid. The isolated precipitate was collected by filtration and dried to give 2-amino-6-[2-(7-carboxy-3-methylimidazo[1,2-a]pyridin-2-yl)ethyl]benzoxazole (0.24 g).

Workup

  1. filtrationThe isolated precipitate was collected by filtration
  2. customdried

Sources & evidence

ORD record
ord-d4d5120dc80d4c4bac5b5a0bce9c231e
Source dataset
uspto-grants-1991_09
Patent number
US05047411

Reaction notes

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