Ammonium Chloride → HCID 89690274, compound

HRID 2203099Notes

Reaction equation

HRID 2203099 reaction equation
[F:1][CH2:2][C:3]1[N:4]=[C:5]([C:8](OCC)=[O:9])[S:6][CH:7]=1.[BH4-].[Na+].[NH4+].[Cl-]>CO>[F:1][CH2:2][C:3]1[N:4]=[C:5]([CH2:8][OH:9])[S:6][CH:7]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 4311764Sodium borohydrideHCID 89690299HCID 89690299, compound

Product 1

HCID 89690274HCID 89690274, compoundYield 86.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of ethyl 4-(fluoromethyl)-1,3-thiazole-2-carboxylate (170 mg) in MeOH (5 ml) was added NaBH4 (68 mg), and the mixture was stirred at room temperature for 3 h. The mixture was poured into saturated NH4Cl solution, and extracted with EtOAc. The extract was washed with brine, dried over MgSO4, and concentrated in vacuo to give the title compound (114 mg) as a colorless oil.

Workup

  1. extractionextracted with EtOAc
  2. washThe extract was washed with brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-8cb5c776da53429abf9b02894a5e6803
Source dataset
uspto-grants-2016_06
Patent number
US09365540B2

Reaction notes

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