Water → HCID 178428001, compound

HRID 728167Notes

Reaction equation

HRID 728167 reaction equation
[CH3:1][C:2]1[N:6]2[CH:7]=[CH:8][C:9]([CH3:11])=[CH:10][C:5]2=[N:4][C:3]=1[CH2:12][CH2:13][C:14]1[CH:26]=[CH:25][C:17]2[N:18]=[C:19](S([O-])(=O)=O)[O:20][C:16]=2[CH:15]=1.[K+].Cl.[NH2:29][C:30]([NH2:32])=[NH:31].[OH-].[K+].O>CN(C)C=O.C(OCC)(=O)C>[CH3:1][C:2]1[N:6]2[CH:7]=[CH:8][C:9]([CH3:11])=[CH:10][C:5]2=[N:4][C:3]=1[CH2:12][CH2:13][C:14]1[CH:26]=[CH:25][C:17]2[N:18]=[C:19]([NH:31][C:30]([NH2:32])=[NH:29])[O:20][C:16]=2[CH:15]=1

Participants

7

Reactant 4

HCID 962WaterHCID 5742Guanidine HydrochlorideHCID 14797Potassium HydroxideHCID 23666707HCID 23666707, compound

Product 1

HCID 178428001HCID 178428001, compoundYield 33.1%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

Potassium 6-[2-(3,7-dimethylimidazo[1,2-a]pyridin-2-yl)ethyl]-2-benzoxazolesulfonate (1.10 g) was added to a mixture of guanidine hydrochloride (257 mg) and potassium hydroxide (150 mg) in N,N-dimethylformamide (12 ml). After being stirred for 4 hours at ambient temperature, the reaction mixture was mixed with water (110 ml) and ethyl acetate (20 ml). The resulting precipitate was collected, washed with water and recrystallized from ethanol to give 6-[2-(3,7-dimethylimidazo[1,2-a]-pyridin-2-yl)ethyl]-2-guanidinobenzoxazole (0.31 g).

Workup

  1. customThe resulting precipitate was collected
  2. washwashed with water
  3. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-f08b11b4f4ca4924b6e1f0b554a78d99
Source dataset
uspto-grants-1991_09
Patent number
US05047411

Reaction notes

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