Trifluoroacetic acid → HCID 178487168, compound

HRID 1375359Notes

Reaction equation

HRID 1375359 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[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])[CH2:11][CH2:10][CH2:9][CH2:8][C:7]=2[CH:52]=1.FC(F)(F)C(O)=O>C(Cl)Cl>[NH:36]1[C:37]2[C:42](=[CH:41][CH:40]=[CH:39][CH:38]=2)[C:34]([CH2:33][CH:17]2[C:16](=[O:50])[N:15]([CH2:14][C:13]([N:12]3[C:6]4[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:52][C:7]=4[CH2:8][CH2:9][CH2:10][CH2:11]3)=[O:51])[C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=3[N:19]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[C:18]2=[O:32])=[N:35]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69428393HCID 69428393, compound

Product 1

HCID 178487168HCID 178487168, compoundYield 29.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of tert-butyl 3-({1-[2-(7-methoxy-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 (47 mg) in methylene chloride (10 mL) was treated with trifluoroacetic acid (1 mL). The reaction was stirred for 45 minutes then concentrated to dryness. The residue was chromatographed on silica gel (Hexane:Ethyl Acetate) to yield a foamy oil. The foam was triturated with Ethyl Ether and filtered to yield the title compound as a white solid (12 mg).

Workup

  1. concentrationthen concentrated to dryness
  2. customThe residue was chromatographed on silica gel (Hexane:Ethyl Acetate)
  3. customto yield a foamy oil
  4. customThe foam was triturated with Ethyl Ether
  5. filtrationfiltered

Sources & evidence

ORD record
ord-090f29c7ac71497889ceb14435ff8260
Source dataset
uspto-grants-2007_01
Patent number
US07169773B2

Reaction notes

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