Trifluoroacetic acid → HCID 178423632, compound

HRID 1375361Notes

Reaction equation

HRID 1375361 reaction equation
[CH3:1][C:2]1[C:7]2[CH2:8][CH2:9][CH2:10][CH2:11][N:12]([C:13](=[O:51])[CH2:14][N:15]3[C:21]4[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=4[N:19]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[C:18](=[O:32])[CH:17]([CH2:33][C:34]4[C:42]5[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=5)[N:36](C(OC(C)(C)C)=O)[N:35]=4)[C:16]3=[O:50])[C:6]=2[CH:5]=[C:4]([CH3:52])[CH:3]=1.FC(F)(F)C(O)=O>C(Cl)Cl>[CH3:1][C:2]1[C:7]2[CH2:8][CH2:9][CH2:10][CH2:11][N:12]([C:13](=[O:51])[CH2:14][N:15]3[C:21]4[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=4[N:19]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[C:18](=[O:32])[CH:17]([CH2:33][C:34]4[C:42]5[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=5)[NH:36][N:35]=4)[C:16]3=[O:50])[C:6]=2[CH:5]=[C:4]([CH3:52])[CH:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69425675HCID 69425675, compound

Product 1

HCID 178423632HCID 178423632, compoundYield 12.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of tert-butyl 3-({1-[2-(6,8-dimethyl-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)-2-oxoethyl]-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-3-yl}methyl)-1H-indazole-1-carboxylate (64 mg) in methylene chloride (10 mL) was treated with trifluoroacetic acid (1 mL). The reaction was stirred for 3 hours then concentrated to dryness. The residue was chromatographed on silica gel (Hexane:Ethyl Acetate. The residue was triturated with Ethyl Ether and filtered to yield the title compound as an off-white solid (7 mg).

Workup

  1. concentrationthen concentrated to dryness
  2. customThe residue was chromatographed on silica gel (Hexane
  3. customThe residue was triturated with Ethyl Ether
  4. filtrationfiltered

Sources & evidence

ORD record
ord-1044febd1bdc4ca3a54f7ca82090e7ad
Source dataset
uspto-grants-2007_01
Patent number
US07169773B2

Reaction notes

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