Trifluoroacetic acid → Trifluoroacetic acid

HRID 1424582Notes

Reaction equation

HRID 1424582 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:22]=1[C:9]1([CH2:14][CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11][CH2:10]1)[N:8]([CH2:23][C:24]1[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=1)[C:7]2=[S:32].[C:33]([OH:39])([C:35]([F:38])([F:37])[F:36])=[O:34]>>[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:22]=1[C:9]1([CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1)[N:8]([CH2:23][C:24]1[CH:25]=[CH:26][C:27]([O:30][CH3:31])=[CH:28][CH:29]=1)[C:7]2=[S:32].[C:33]([OH:39])([C:35]([F:38])([F:37])[F:36])=[O:34]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58137273HCID 58137273, compound

Product 2

HCID 6422Trifluoroacetic acidHCID 58137289HCID 58137289, compound

Procedure

Tert-butyl 7-chloro-2-(4-methoxybenzyl)-3-thioxospiro[isoindoline-1,4′-piperidine]-1′-carboxylate (52 mg, 0.11 mmol) was dissolved in neat TFA (−2 mL): After 0.5 h LC-MS showed removal of the boc group. The mixture was evaporated to afford crude 7-chloro-2-(4-methoxybenzyl)spiro[isoindoline-1,4′-piperidine]-3-thione as its TFA salt which was used without purification.

Workup

  1. customremoval of the boc group
  2. customThe mixture was evaporated

Sources & evidence

ORD record
ord-61bcb44902be453cad7a95a55a6d3ac5
Source dataset
uspto-grants-2015_01
Patent number
US08927715B2

Reaction notes

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