Sodium borohydride → HCID 15232561, compound

HRID 2379195Notes

Reaction equation

HRID 2379195 reaction equation
Cl.[NH2:2][CH2:3][C:4]([C:6]1[CH:7]=[C:8]([CH:14]=[C:15]([F:17])[CH:16]=1)[NH:9][S:10]([CH3:13])(=[O:12])=[O:11])=[O:5].[BH4-].[Na+]>CO>[NH2:2][CH2:3][CH:4]([C:6]1[CH:7]=[C:8]([CH:14]=[C:15]([F:17])[CH:16]=1)[NH:9][S:10]([CH3:13])(=[O:11])=[O:12])[OH:5]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 18958078HCID 18958078, compound

Product 1

HCID 15232561HCID 15232561, compoundYield 71.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3'-(2-Aminoacetyl)-5'-fluoromethanesulfonanilide hydrochloride (1.7 g) was suspended in 70 ml of methanol, then 114 mg of sodium borohydride was added thereto with stirring at 5°-10° C. and the mixture was stirred at room temperature for 30 minutes. The solvent was evaporated and the residue was made into a free base using ion exchange resin (Dowex 50W X2) followed by recrystallizing from methanol-ethanol to give 1.07 g of (±)-3'-(2-amino-1-hydroxyethyl)-5'-fluoromethanesulfonanilide, m.p. 167°-169° C.

Workup

  1. stirringthe mixture was stirred at room temperature for 30 minutes
  2. customThe solvent was evaporated
  3. customby recrystallizing from methanol-ethanol

Sources & evidence

ORD record
ord-78954da872e64b98998a308e4d741d11
Source dataset
uspto-grants-1994_11
Patent number
US05360822

Reaction notes

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