HCID 53739287, compound → HCID 54124626, compound

HRID 1378032Notes

Reaction equation

HRID 1378032 reaction equation
C1(=O)[N:5]([CH2:6][C:7]2[N:11]=[C:10]([C:12]3[N:13]=[CH:14][N:15]4[C:21]5[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=5[C:19](=[O:26])[N:18]5[CH2:27][CH2:28][C@H:17]5[C:16]=34)[O:9][N:8]=2)C(=O)C2=CC=CC=C12>C(O)C.CN>[NH2:5][CH2:6][C:7]1[N:11]=[C:10]([C:12]2[N:13]=[CH:14][N:15]3[C:21]4[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=4[C:19](=[O:26])[N:18]4[CH2:27][CH2:28][C@H:17]4[C:16]=23)[O:9][N:8]=1

Participants

4

Reactant 1

HCID 53739287HCID 53739287, compound

Product 1

HCID 54124626HCID 54124626, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 6329MethylamineSolvent

Procedure

9 g (19.9 mmol) of (S)-12,12a-dihydro-1-(3-phthalimidomethyl-1,2,4-oxadiazol-5-yl)-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one in 20 ml of ethanol and 65 ml of methylamine (33%) in ethanol were stirred at 70° for 2 hours. The solution was concentrated and the residue was triturated with 70 ml of methylene chloride. The suspension obtained was filtered. After drying the filter residue there was obtained (S)-1-(3-aminomethyl-1,2,4-oxadiazol-5-yl)-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one, which was used without further crystallization as the starting material for the Example described hereinafter.

Workup

  1. concentrationThe solution was concentrated
  2. customthe residue was triturated with 70 ml of methylene chloride
  3. customThe suspension obtained
  4. filtrationwas filtered
  5. customAfter drying the filter residue

Sources & evidence

ORD record
ord-0969d485cf7f498989746bebd14f80b9
Source dataset
uspto-grants-1997_09
Patent number
US05665718

Reaction notes

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