Trifluoroacetic acid → HCID 21701371, compound

HRID 1596374Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[CH:16][CH:17]=[C:18]([CH3:19])[C:13]=2[N:12]([CH2:20][C:21]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[CH3:29])=[O:22])[C:11](=[O:30])[CH:10]([NH:31][C:32]([NH:34][C:35]2[CH:40]=[CH:39][CH:38]=[C:37]([C:41]([O:43]C(C)(C)C)=[O:42])[CH:36]=2)=[O:33])[N:9]=1.FC(F)(F)C(O)=O>C(Cl)Cl>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[CH:16][CH:17]=[C:18]([CH3:19])[C:13]=2[N:12]([CH2:20][C:21]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[CH3:29])=[O:22])[C:11](=[O:30])[CH:10]([NH:31][C:32]([NH:34][C:35]2[CH:40]=[CH:39][CH:38]=[C:37]([C:41]([OH:43])=[O:42])[CH:36]=2)=[O:33])[N:9]=1

Participants

Conditions

Temperature: 0 °C

Procedure

A mixture of N-[(3RS)-2,3-dihydro-5-(2-fluorophenyl)-9-methyl-1-(2-methylphenacyl)-2-oxo-1H-1,4-benzodiazepin-3-yl]- N′-(3-tert-butoxycarbonylphenyl)urea (170 mg) and trifluoroacetic acid (1.0 ml) in methylene chloride (2.0 ml) was stirred at 0° C. for 2 hours. The reaction mixture was evaporated in vacuo to give a residue, which was washed with diisopropyl ether to afford N-[(3RS)-2,3-dihydro-5-(2-fluorophenyl)-9-methyl-1-(2-methylphenacyl)-2-oxo-1H-1,4-benzodiazepin-3-yl]-N′-(3-carboxyphenyl)urea (152.0 mg,98.0%) as a crystalline powder.

Workup

customThe reaction mixture was evaporated in vacuo
customto give a residue, which
washwas washed with diisopropyl ether

Sources & evidence

ORD record: ord-781bf79b911148ea9157539f37c3d974
Source dataset: uspto-grants-2001_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06291452B1

Reaction notes

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