Hydrochloric Acid → HCID 178479292, compound

HRID 1769876Notes

Reaction equation

HRID 1769876 reaction equation
C1(NC(=S)N[C@@H](CC2C=CC=CC=2)C([NH:13][C@H:14]2[N:20]=[C:19]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:18]3[CH:27]=[CH:28][CH:29]=[CH:30][C:17]=3[N:16]([CH2:31][C:32]3[NH:36][N:35]=[N:34][N:33]=3)[C:15]2=[O:37])=O)C=CC=CC=1.[ClH:46]>O1CCCC1.C(OCC)(=O)C>[ClH:46].[NH2:13][C@H:14]1[N:20]=[C:19]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[C:18]2[CH:27]=[CH:28][CH:29]=[CH:30][C:17]=2[N:16]([CH2:31][C:32]2[NH:36][N:35]=[N:34][N:33]=2)[C:15]1=[O:37]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 178523844HCID 178523844, compound

Product 1

HCID 178479292HCID 178479292, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of (3S)-3-[[(2S)-2-[N'-(phenyl)thioureido]-3-phenylpropanoyl]amino]-1,3-dihydro-5-phenyl-1-[(1H-tetrazol-5-yl)methyl]-2H-1,4-benzodiazepin-2-one (14.10 g) in tetrahydrofuran (84.6 ml) was added dropwise 4N-hydrogen chloride in ethyl acetate (84.6 ml) below 6° C. After stirring under the-same conditions for 10 hours, the resultant precipitates were collected by filtration, and then the collected precipitate was suspended in chloroform and stirred for 1 hour at room temperature. The objective product was collected by filtration to give (3S)-3-amino-1,3-dihydro-5-phenyl-1-[(1H-tetrazol-5-yl)methyl]-2H-1,4-benzodiazepin-2-one hydrochloride (7.15 g).

Workup

  1. customthe resultant precipitates
  2. filtrationwere collected by filtration
  3. stirringstirred for 1 hour at room temperature
  4. filtrationThe objective product was collected by filtration

Sources & evidence

ORD record
ord-c1b4f0ff5c8e43aa9e9a55b4d07e46f5
Source dataset
uspto-grants-1995_01
Patent number
US05382664

Reaction notes

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