Trifluoroacetic acid → HCID 178488314, compound

HRID 1375363Notes

Reaction equation

HRID 1375363 reaction equation
[CH3:1][O:2][C:3]1[C:8]2[CH2:9][CH2:10][CH2:11][CH2:12][N:13]([C:14](=[O:52])[CH2:15][N:16]3[C:22]4[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=4[N:20]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[C:19](=[O:33])[CH:18]([CH2:34][C:35]4[C:43]5[C:38](=[CH:39][CH:40]=[CH:41][CH:42]=5)[N:37](C(OC(C)(C)C)=O)[N:36]=4)[C:17]3=[O:51])[C:7]=2[CH:6]=[CH:5][CH:4]=1.FC(F)(F)C(O)=O>C(Cl)Cl>[NH:37]1[C:38]2[C:43](=[CH:42][CH:41]=[CH:40][CH:39]=2)[C:35]([CH2:34][CH:18]2[C:17](=[O:51])[N:16]([CH2:15][C:14]([N:13]3[C:7]4[CH:6]=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[C:8]=4[CH2:9][CH2:10][CH2:11][CH2:12]3)=[O:52])[C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=3[N:20]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[C:19]2=[O:33])=[N:36]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69426922HCID 69426922, compound

Product 1

HCID 178488314HCID 178488314, compoundYield 19.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of tert-butyl 3-({1-[2-(6-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 (83 mg) in methylene chloride (10 mL) was treated with trifluoroacetic acid (1 mL). The reaction was stirred overnight 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 a white powder (14 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-1c55fe36b3a9446d8ae38cb35616df80
Source dataset
uspto-grants-2007_01
Patent number
US07169773B2

Reaction notes

Loading…