Ammonia → HCID 20230261, compound

HRID 2290783Notes

Reaction equation

HRID 2290783 reaction equation
Cl[CH2:2][C:3]1[N:7]=[C:6]([CH:8]([CH3:22])[C:9]2[CH:14]=[CH:13][C:12]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[C:11]([F:21])[CH:10]=2)[O:5][N:4]=1.[NH3:23]>>[NH2:23][CH2:2][C:3]1[N:7]=[C:6]([CH:8]([CH3:22])[C:9]2[CH:14]=[CH:13][C:12]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[C:11]([F:21])[CH:10]=2)[O:5][N:4]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 136909413-Chloromethyl-5-(3-fluoro-4-phenyl-alpha-methylbenzyl)-1,2,4-oxadiazole

Product 1

HCID 20230261HCID 20230261, compound

Procedure

A mixture of 6.0 g of 3-chloromethyl-5-(3-fluoro-4-phenyl-α-methylbenzyl)-1,2,4-oxadiazole and 50 ml of liquid ammonia was allowed to stand in an autoclave at room temperature overnight. After evaporation of ammonia, the residue was chromatographed over silica gel using chloroform to give 4.05 g of 3-aminomethyl-5-(3-fluoro-4-phenyl-α-methylbenzyl)-1,2,4-oxadiazole as a light brown oil, nD22 1.5878.

Workup

  1. customAfter evaporation of ammonia
  2. customthe residue was chromatographed over silica gel

Sources & evidence

ORD record
ord-8d6150d967384b67a010ae502266825f
Source dataset
uspto-grants-1986_10
Patent number
US04618617

Reaction notes

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