Hydrochloric Acid → (S)-8-chloro-1-(4-dipropylaminomethyl-thiazol-2-yl)-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one hydrochloride

HRID 1418949Notes

Reaction equation

HRID 1418949 reaction equation
[Cl:1][C:2]1[C:7]2[C:8](=[O:32])[N:9]3[CH2:31][CH2:30][CH2:29][C@H:10]3[C:11]3[N:12]([CH:13]=[N:14][C:15]=3[C:16]3[S:17][CH:18]=[C:19]([CH2:21][N:22]([CH2:26][CH2:27][CH3:28])[CH2:23][CH2:24][CH3:25])[N:20]=3)[C:6]=2[CH:5]=[CH:4][CH:3]=1.Cl>O>[ClH:1].[Cl:1][C:2]1[C:7]2[C:8](=[O:32])[N:9]3[CH2:31][CH2:30][CH2:29][C@H:10]3[C:11]3[N:12]([CH:13]=[N:14][C:15]=3[C:16]3[S:17][CH:18]=[C:19]([CH2:21][N:22]([CH2:23][CH2:24][CH3:25])[CH2:26][CH2:27][CH3:28])[N:20]=3)[C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 70067101(S)-8-chloro-1-(4-dipropylaminomethyl-thiazol-2-yl)-11,12,13,13a-tetrahydro-9H-imidazo-[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one

Product 1

HCID 86753961(S)-8-chloro-1-(4-dipropylaminomethyl-thiazol-2-yl)-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one hydrochlorideYield 179.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

0.51 g (0.0011 mol) of (S)-8-chloro-1-(4-dipropylaminomethyl-thiazol-2-yl)-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one was suspended in 10 ml of water and treated with 10.3 ml of 0.1N (0.0010 mol) aqueous hydrochloric acid. After stirring at room temperature for 1 hr. the mixture was filtered and the filtrate was lyophilized. There was obtained 0.50 g (90%) of (S)-8-chloro-1-(4-dipropylaminomethyl-thiazol-2-yl)-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one hydrochloride (1:1).

Workup

  1. filtrationthe mixture was filtered

Sources & evidence

ORD record
ord-c63653ec03084a91b869a98ea6753170
Source dataset
uspto-grants-1999_03
Patent number
US05885986

Reaction notes

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