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

HRID 1418956Notes

Reaction equation

HRID 1418956 reaction equation
[CH2:1]([N:4]([CH2:8][C:9]1[N:10]=[C:11]([C:14]2[N:15]=[CH:16][N:17]3[C:23]4[CH:24]=[CH:25][C:26]([F:28])=[CH:27][C:22]=4[C:21](=[O:29])[N:20]([CH3:30])[CH2:19][C:18]=23)[S:12][CH:13]=1)[CH2:5][CH2:6][CH3:7])[CH2:2][CH3:3].[ClH:31]>C(O)C>[ClH:31].[CH2:1]([N:4]([CH2:8][C:9]1[N:10]=[C:11]([C:14]2[N:15]=[CH:16][N:17]3[C:23]4[CH:24]=[CH:25][C:26]([F:28])=[CH:27][C:22]=4[C:21](=[O:29])[N:20]([CH3:30])[CH2:19][C:18]=23)[S:12][CH:13]=1)[CH2:5][CH2:6][CH3:7])[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 218422413-(4-dipropylaminomethyl-thiazol-2-yl)-8-fluoro-5-methyl-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepin-6-one

Product 1

HCID 218423113-(4-dipropylaminomethyl-thiazol-2-yl)-8-fluoro-5-methyl-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepin-6-one hydrochlorideYield 63%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.85 g (0.0020 mol) of 3-(4-dipropylaminomethyl-thiazol-2-yl)-8-fluoro-5-methyl-5,6-dihydro-4H-imidazo[1,5-a][1,4]-benzodiazepin-6-one in 30 ml of ethanol was treated with 0.42 ml (0.0020 mol) of 4.78N ethanolic hydrochloric acid. After stirring at room temperature for 10 minutes the solution obtained was completely freed from the solvents. The residue was recrystallized from ethanol/ether. There was obtained 0.58 g (63%) of 3-(4-dipropylaminomethyl-thiazol-2-yl)-8-fluoro-5-methyl-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepin-6-one hydrochloride (1:1) as white crystals; m.p. 206°-210°.

Workup

  1. customobtained
  2. customThe residue was recrystallized from ethanol/ether

Sources & evidence

ORD record
ord-2586d923671448eba1c4d9bf8c39e4ec
Source dataset
uspto-grants-1999_03
Patent number
US05885986

Reaction notes

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