Hydrochloric Acid → HCID 86753940, compound

HRID 1418898Notes

Reaction equation

HRID 1418898 reaction equation
[CH2:1]([N:4]([CH2:8][C:9]1[O:13][C:12]([C:14]2[N:15]=[CH:16][N:17]3[C:23]4[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=4[C:21](=[O:28])[N:20]4[CH2:29][CH2:30][C@H:19]4[C:18]=23)=[N:11][CH:10]=1)[CH2:5][CH2:6][CH3:7])[CH2:2][CH3:3].[ClH:31]>C(OCC)(=O)C>[ClH:31].[CH2:1]([N:4]([CH2:8][C:9]1[O:13][C:12]([C:14]2[N:15]=[CH:16][N:17]3[C:23]4[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=4[C:21](=[O:28])[N:20]4[CH2:29][CH2:30][C@H:19]4[C:18]=23)=[N:11][CH:10]=1)[CH2:5][CH2:6][CH3:7])[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86753938HCID 86753938, compound

Product 1

HCID 86753940HCID 86753940, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

1.09 g (0.00269 mol) of (S)-1-(5-dipropylaminomethyloxazol-2-yl)-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one in 20 ml of ethyl acetate were treated with 0.80 ml (0.00296 mol) of 3N ethanolic hydrochloric acid at 0°. After stirring at 0° for 1 hr. the white suspension was suction filtered. The beige crystals were recrystallized from hot acetonitrile. There was obtained 0.71 g (60%) of (S)-1-(5-dipropylaminomethyl-oxazol-2-yl)-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one hydrochloride (1:1) as light yellowish crystals; m.p. 227°-230° and [α]D20 =-168.8° (MeOH, c=1%).

Workup

  1. filtrationsuction filtered
  2. customThe beige crystals were recrystallized from hot acetonitrile

Sources & evidence

ORD record
ord-c58243867f914ffeb1d15b9ee6581e81
Source dataset
uspto-grants-1999_03
Patent number
US05885986

Reaction notes

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