Hydrochloric Acid → 3-(5-ethylaminomethyl-1,2,4-oxadiazol-3-yl)-8-fluoro-5-methyl-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepin-6-one hydrochloride

HRID 1378209Notes

Reaction equation

HRID 1378209 reaction equation
[CH2:1]([NH:3][CH2:4][C:5]1[O:9][N:8]=[C:7]([C:10]2[N:11]=[CH:12][N:13]3[C:19]4[CH:20]=[CH:21][C:22]([F:24])=[CH:23][C:18]=4[C:17](=[O:25])[N:16]([CH3:26])[CH2:15][C:14]=23)[N:6]=1)[CH3:2].[ClH:27]>C(O)C>[ClH:27].[CH2:1]([NH:3][CH2:4][C:5]1[O:9][N:8]=[C:7]([C:10]2[N:11]=[CH:12][N:13]3[C:19]4[CH:20]=[CH:21][C:22]([F:24])=[CH:23][C:18]=4[C:17](=[O:25])[N:16]([CH3:26])[CH2:15][C:14]=23)[N:6]=1)[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22914450HCID 22914450, compound

Product 1

HCID 229146193-(5-ethylaminomethyl-1,2,4-oxadiazol-3-yl)-8-fluoro-5-methyl-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepin-6-one hydrochlorideYield 73.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.37 g (1.04 mmol) of 3-(5-ethylaminomethyl-1,2,4-oxadiazol-3-yl)-8-fluoro-5-methyl-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepin-6-one in 6 ml ethanol was treated with 0.31 ml (1.14 mmol) of 3.70N ethanolic hydrochloric acid. Crystals separated after adding 20 ml of acetic acid at 0°. There was obtained 0.30 g (73%) of 3-(5-ethylaminomethyl-1,2,4-oxadiazol-3-yl)-8-fluoro-5-methyl-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepin-6-one hydrochloride (1:1) as whitish crystals; m.p. 250°-252° (dec.).

Workup

  1. customCrystals separated
  2. additionafter adding 20 ml of acetic acid at 0°

Sources & evidence

ORD record
ord-5fe33429e1aa4f918c77ee2f43a3ac81
Source dataset
uspto-grants-1997_09
Patent number
US05665718

Reaction notes

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