Hydrochloric Acid → HCID 178428529, compound

HRID 1059887Notes

Reaction equation

HRID 1059887 reaction equation
[NH:1]([C:5]1[S:6][C:7]([C:11]([C:13]2[CH:18]=[C:17]([CH3:19])[CH:16]=[CH:15][N:14]=2)=[O:12])=[C:8]([CH3:10])[N:9]=1)[C:2]([NH2:4])=[NH:3].[BH4-].[Na+].Cl.[OH-].[Na+]>CO>[OH:12][CH:11]([C:13]1[CH:18]=[C:17]([CH3:19])[CH:16]=[CH:15][N:14]=1)[C:7]1[S:6][C:5]([NH:1][C:2]([NH2:4])=[NH:3])=[N:9][C:8]=1[CH3:10]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 4311764Sodium borohydrideHCID 178428528HCID 178428528, compound

Product 1

HCID 178428529HCID 178428529, compoundYield 91.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of 2-guanidino-4-methyl-5-(4-methylpyridin-2-ylcarbonyl)thiazole (0.1 g) in methanol (3 ml) was added sodium borohydride. (48.4 mg), and the mixture was stirred for 2 hours. The mixture was poured into 1N hydrochloric acid. The pH was adjusted to 12 with 4N aqueous sodium hydroxide, and the mixture was stirred for 15 minutes. The precipitate was collected by filtration, washed with water and dried to give N-(5-(hydroxy-(4-methylpyridin-2-yl)methyl)-4-methylthiazol-2-yl)guanidine (92 mg).

Workup

  1. stirringthe mixture was stirred for 15 minutes
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-b943e3a6b04a47978b9d9cbc9b128f4e
Source dataset
uspto-grants-2003_02
Patent number
US06521643B1

Reaction notes

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