Hydrochloric Acid → HCID 22997493, compound

HRID 1166192Notes

Reaction equation

HRID 1166192 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([S:11]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)(=[O:13])=[O:12])[CH:6]=[C:5]2[CH2:20][C:21]1[CH2:26][N:25](C(OC(C)(C)C)=O)[CH2:24][CH2:23][CH:22]=1.[ClH:34]>CO>[ClH:34].[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([S:11]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)(=[O:12])=[O:13])[CH:6]=[C:5]2[CH2:20][C:21]1[CH2:26][NH:25][CH2:24][CH2:23][CH:22]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 12085355HCID 12085355, compound

Product 1

HCID 22997493HCID 22997493, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of tert-butyl 5-{[5-fluoro-1-(phenylsulfonyl)-1H-indol-3-yl]methyl}-3,6-dihydro-1(2H)-pyridinecarboxylate (320 mg, 0.68 mmol) in methanol and HCl (1M in Et2O, 1.0 ml) is heated at reflux temperature under nitrogen for 18 hr, cooled and concentrated in vacuo. The resultant residue is treated with ether and filtered. The filtercake is dried in vacuo to afford the title compound as a brown solid, 211 mg, mp 96° C. (dec.), identified by NMR and mass spectral analyses.

Workup

  1. temperatureat reflux temperature under nitrogen for 18 hr
  2. temperaturecooled
  3. concentrationconcentrated in vacuo
  4. additionThe resultant residue is treated with ether
  5. filtrationfiltered
  6. customThe filtercake is dried in vacuo

Sources & evidence

ORD record
ord-8729be79f3a24391b26ded987eeb4948
Source dataset
uspto-grants-2003_09
Patent number
US06613781B2

Reaction notes

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