Propylamine → HCID 22914256, compound

HRID 1378177Notes

Reaction equation

HRID 1378177 reaction equation
Cl[CH2:2][C:3]1[O:7][N:6]=[C:5]([C:8]2[N:9]=[CH:10][N:11]3[C:17]4[CH:18]=[CH:19][CH:20]=[C:21]([C:22]([F:25])([F:24])[F:23])[C:16]=4[C:15](=[O:26])[N:14]([CH3:27])[CH2:13][C:12]=23)[N:4]=1.[CH2:28]([NH2:31])[CH2:29][CH3:30]>CN(C)C=O>[CH3:27][N:14]1[C:15](=[O:26])[C:16]2[C:21]([C:22]([F:25])([F:24])[F:23])=[CH:20][CH:19]=[CH:18][C:17]=2[N:11]2[CH:10]=[N:9][C:8]([C:5]3[N:4]=[C:3]([CH2:2][NH:31][CH2:28][CH2:29][CH3:30])[O:7][N:6]=3)=[C:12]2[CH2:13]1

Participants

4

Reactant 2

HCID 7852PropylamineHCID 22914583HCID 22914583, compound

Product 1

HCID 22914256HCID 22914256, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.19 g (3 mmol) of 3-(5-chloromethyl-1,2,4-oxa-diazol-3-yl)-5-methyl-7-trifluoromethyl-5,6-dihydro-4H-imidazo [1,5-a ][1,4]benzodiazepine-6-one were stirred at room temperature overnight with 5.3 g (90 mmol) of propylamine and 10 ml of N,N-dimethylformamide. After evaporating the reaction mixture the residue was dissolved in methylene chloride and the solution was washed with water. By drying the organic phase over magnesium sulfate and evaporating the solvent there was obtained 0.84 g (67%) of 5-methyl-3-(5-propylaminomethyl-1,2,4-oxadiazol-3-yl)-7-trifluoromethyl-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepin-6-one, which was converted into the hydrochloride of m.p. 234°-237°.

Workup

  1. customAfter evaporating the reaction mixture the residue
  2. dissolutionwas dissolved in methylene chloride
  3. washthe solution was washed with water
  4. dry with materialBy drying the organic phase over magnesium sulfate
  5. customevaporating the solvent there

Sources & evidence

ORD record
ord-6f3cc28d0e94402abe46511b82699e24
Source dataset
uspto-grants-1997_09
Patent number
US05665718

Reaction notes

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