Hydrochloric Acid → HCID 19081187, compound

HRID 963498Notes

Reaction equation

HRID 963498 reaction equation
[C:1]([C:4]1[S:5][CH:6]=[CH:7][C:8]=1[CH2:9][N:10]1[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[C:14]([CH:21]2[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]2)=[N:13][CH:12]([NH:27]C(OC(C)(C)C)=O)[C:11]1=[O:35])(=[O:3])[CH3:2].Cl>C(OCC)(=O)C>[C:1]([C:4]1[S:5][CH:6]=[CH:7][C:8]=1[CH2:9][N:10]1[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[C:14]([CH:21]2[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]2)=[N:13][CH:12]([NH2:27])[C:11]1=[O:35])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19081243HCID 19081243, compound

Product 1

HCID 19081187HCID 19081187, compoundYield 82.7%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of (3RS)-1-(2-acetylthiophen-3-yl)methyl-3-tert-butoxycarbonylamino-5-cyclohexyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one (0.379 g) in ethyl acetate (10 ml) was treated with hydrogen chloride under stirring. The mixture was extracted with water twice and 1N hydrogen chloride aqueous solution. The extracts were combined, alkalized with sodium bicarbonate and extracted with chloroform three times. The extracts were combined, dried over sodium sulfate and evaporated in vacuo to afford (3RS)-1-(2-acetylthiophen-3-yl)methyl-3-amino-5-cyclohexyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one (0.25 g).

Workup

  1. extractionThe mixture was extracted with water twice
  2. extractionextracted with chloroform three times
  3. dry with materialdried over sodium sulfate
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-4e88e9a6772246c4b57cbaf86dc1c804
Source dataset
uspto-grants-1998_06
Patent number
US05763437

Reaction notes

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