Trifluoroacetic acid → HCID 69692891, compound

HRID 1979486Notes

Reaction equation

HRID 1979486 reaction equation
FC(F)(F)C(O)=O.[C:8]([C:12]([CH2:14][N:15]1[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[N:19]([CH:26]2[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]2)[CH2:18][C@@H:17]([NH:32][C:33]([NH:35][C:36]2[CH:41]=[CH:40][C:39]([CH3:42])=[C:38]([C:43]([O:45]C(C)(C)C)=[O:44])[CH:37]=2)=[O:34])[C:16]1=[O:50])=[O:13])([CH3:11])([CH3:10])[CH3:9]>C(Cl)Cl>[CH3:42][C:39]1[CH:40]=[CH:41][C:36]([NH:35][C:33]([NH:32][C@H:17]2[C:16](=[O:50])[N:15]([CH2:14][C:12]([C:8]([CH3:11])([CH3:9])[CH3:10])=[O:13])[C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=3[N:19]([CH:26]3[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]3)[CH2:18]2)=[O:34])=[CH:37][C:38]=1[C:43]([OH:45])=[O:44]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69700011HCID 69700011, compound

Product 1

HCID 69692891HCID 69692891, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (10 ml) was added to (R)-(−)-1-(1-tert-butylcarbonylmethyl-2-oxo-5-cyclohexyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl)-3-(3-tert-butoxycarbonyl-4-methylphenyl)urea (1.9g) in methylene chloride (10 ml), the mixture was stirred at room temperature for one hour. The reaction mixture was concentrated under reduced pressure, the mixed solvent (100 ml) of diisopropyl ether and ethanol (40:1) was added to the residue for crystallization, collected by filtrated, to thereby obtain 1.47 g of the title compound (Yield: 86%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionthe mixed solvent (100 ml) of diisopropyl ether and ethanol (40:1) was added to the residue for crystallization
  3. customcollected
  4. filtrationby filtrated

Sources & evidence

ORD record
ord-1c5d718f3a8c4648b0ca979b9698f894
Source dataset
uspto-grants-2001_05
Patent number
US06239131B1

Reaction notes

Loading…