Trifluoroacetic acid → HCID 68714552, compound

HRID 1159803Notes

Reaction equation

HRID 1159803 reaction equation
[CH3:1][O:2][C:3]1[C:4]([CH2:25][N:26]2[CH2:31][CH2:30][N:29](C(OC(C)(C)C)=O)[CH2:28][CH2:27]2)=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([S:12]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)(=[O:14])=[O:13])[C:7]([C:21]([NH:23][CH3:24])=[O:22])=[CH:6]2.[C:39]([OH:45])([C:41]([F:44])([F:43])[F:42])=[O:40]>C(Cl)Cl>[F:42][C:41]([F:44])([F:43])[C:39]([OH:45])=[O:40].[CH3:1][O:2][C:3]1[C:4]([CH2:25][N:26]2[CH2:27][CH2:28][NH:29][CH2:30][CH2:31]2)=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([S:12]([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)(=[O:14])=[O:13])[C:7]([C:21]([NH:23][CH3:24])=[O:22])=[CH:6]2

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86618248HCID 86618248, compound2×

Product 1

HCID 68714552HCID 68714552, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl 4-{[5-methoxy-2-[(methylamino)carbonyl]-1-(phenylsulfonyl)-1H-indol-4-yl]methyl}piperazine-1-carboxylate (3.4 mg, 0.063 mmol, Intermediate 58) was dissolved in DCM (2 mL) before TFA (1 mL) was added. The reaction mixture was stirred for 2 h at RT before completed. The solvent was evaporated and the obtained oil was dissolved in methanol and the solvent was evaporated. The obtained brown solid was stored under vacuum for 24 h. Quantitative yield was obtained. MS (ESI+) for C22H26N4O4S m/z 443 (M+H)+.

Workup

  1. additionwas added
  2. customThe solvent was evaporated
  3. dissolutionthe obtained oil was dissolved in methanol
  4. customthe solvent was evaporated
  5. waitThe obtained brown solid was stored under vacuum for 24 h
  6. customQuantitative yield was obtained

Sources & evidence

ORD record
ord-dcb6c7957dc74beb806cd66a51ca13f6
Source dataset
uspto-grants-2010_10
Patent number
US07812017B2

Reaction notes

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