Hydrochloric Acid → (3S)-3-amino-1,5-dimethyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-one hydrochloride

HRID 1670423Notes

Reaction equation

HRID 1670423 reaction equation
[CH3:1][N:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[N:6]([CH3:13])[CH2:5][C@H:4]([NH:14]C(=O)OC(C)(C)C)[C:3]1=[O:22].[ClH:23]>O1CCOCC1>[ClH:23].[NH2:14][C@@H:4]1[C:3](=[O:22])[N:2]([CH3:1])[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[N:6]([CH3:13])[CH2:5]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57617768tert-butyl [(3S)-1,5-dimethyl-2-oxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-3-yl]carbamate

Product 1

HCID 67329118(3S)-3-amino-1,5-dimethyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-one hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

206.8 mg of 17 (0.677 mmol) are taken up in a 25 mL round-bottomed flask and 5 mL of a solution of hydrochloric acid in dioxane (4M) are added. The medium is stirred overnight at RT under argon. A precipitate forms. After having evaporated the solvent under vacuum, 213 mg of expected product 18 (white solid) are obtained in hydrochloride form.

Workup

  1. customAfter having evaporated the solvent under vacuum, 213 mg of expected product 18 (white solid)
  2. customare obtained in hydrochloride form

Sources & evidence

ORD record
ord-4d44323f47714f2493d49307a47d9fed
Source dataset
uspto-grants-2011_08
Patent number
US07994161B2

Reaction notes

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