Trifluoroacetic acid → HCID 21201761, compound

HRID 1979459Notes

Reaction equation

HRID 1979459 reaction equation
FC(F)(F)C(O)=O.[CH3:8][C:9]1[S:10][C:11]([CH3:52])=[CH:12][C:13]=1[C:14]([CH2:16][N:17]1[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[N:21]([CH:28]2[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]2)[CH2:20][CH:19]([NH:34][C:35]([NH:37][C:38]2[CH:43]=[CH:42][CH:41]=[C:40]([C:44]([O:46]C(C)(C)C)=[O:45])[CH:39]=2)=[O:36])[C:18]1=[O:51])=[O:15]>C(Cl)Cl>[CH3:8][C:9]1[S:10][C:11]([CH3:52])=[CH:12][C:13]=1[C:14]([CH2:16][N:17]1[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[N:21]([CH:28]2[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]2)[CH2:20][CH:19]([NH:34][C:35](=[O:36])[NH:37][C:38]2[CH:39]=[C:40]([CH:41]=[CH:42][CH:43]=2)[C:44]([OH:46])=[O:45])[C:18]1=[O:51])=[O:15]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 21201635HCID 21201635, compound

Product 1

HCID 21201761HCID 21201761, compoundYield 49.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (5 ml) was added to a solution of 1-[1-(2,5-dimethylthiophen-3-yl)carbonylmethyl-2-oxo-5-cyclohexyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl]-3-(3-tert-butoxycarbonylphenyl)urea (450 mg) in anhydrous methylene chloride (10 ml), and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was concentrated under reduced pressure, ethanol was added to the residue, crystals were collected by filtration, to thereby obtain 202 mg of the title compound.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure, ethanol
  2. additionwas added to the residue, crystals
  3. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-327c1b8b8e2f4f8d9e56d43ab31e3a1c
Source dataset
uspto-grants-2001_05
Patent number
US06239131B1

Reaction notes

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