Hydrochloric Acid → HCID 70074545, compound

HRID 1378086Notes

Reaction equation

HRID 1378086 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[O:17][C:18]([CH2:21][N:22]([CH2:26][CH2:27][CH3:28])[CH2:23][CH2:24][CH3:25])=[N:19][N:20]=3)[C:6]=2[CH:5]=[CH:4][CH:3]=1.Cl.CCOCC>C(O)C>[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[O:17][C:18]([CH2:21][N:22]([CH2:26][CH2:27][CH3:28])[CH2:23][CH2:24][CH3:25])=[N:19][N:20]=3)[C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 54508587HCID 54508587, compound

Product 1

HCID 70074545HCID 70074545, compoundYield 185.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.27 g (2.79 mmol) of (S)-8-chloro-1-(5-dipropylaminomethyl-1,3,4-oxadiazol-2-yl)-11,1 2,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one in 30 ml of ethanol were treated with 0.83 ml (3.07 mmol) of 3.7N ethanolic hydrochloric acid. After stirring at 0° for 15 minutes the solution was treated dropwise with 150 ml of ether and the white suspension obtained was filtered off under suction. There were obtained 1.27 g (93%) of (S)-8-chloro-1-(5-dipropylaminomethyl-1,3,4-oxadiazol-2-yl)-11,1 2,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one hydrochloride (1:1) as white crystals; m.p. 204°-206° and [α]D20 =-43.6° (H2O, c=1%).

Workup

  1. customthe white suspension obtained
  2. filtrationwas filtered off under suction

Sources & evidence

ORD record
ord-7b957edbe70e4fe98b25f78cda7f8c1f
Source dataset
uspto-grants-1997_09
Patent number
US05665718

Reaction notes

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