HCID 68549405, compound → HCID 57418442, compound

HRID 1868143Notes

Reaction equation

HRID 1868143 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][N:11]([S:14]([C:17]3[S:21][C:20]([CH:22]4[CH2:27][CH2:26][N:25](C(OC(C)(C)C)=O)[CH2:24][CH2:23]4)=[CH:19][CH:18]=3)(=[O:16])=[O:15])[C@H:10]([CH3:35])[CH2:9]2)=[C:4]([C:36]([F:39])([F:38])[F:37])[CH:3]=1>C(Cl)Cl.C(O)(C(F)(F)F)=O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][N:11]([S:14]([C:17]3[S:21][C:20]([CH:22]4[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]4)=[CH:19][CH:18]=3)(=[O:16])=[O:15])[C@H:10]([CH3:35])[CH2:9]2)=[C:4]([C:36]([F:38])([F:37])[F:39])[CH:3]=1

Participants

4

Reactant 1

HCID 68549405HCID 68549405, compound

Product 1

HCID 57418442HCID 57418442, compoundYield 60.3%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

Prepared according to the synthesis of Example 29EY in Step 4C from (R)-tert-butyl 4-(5-(4-(4-fluoro-2-(trifluoromethyl)phenyl)-2-methylpiperazin-1-ylsulfonyl)thiophen-2-yl)piperidine-1-carboxylate (150 mg, 0.253 mmol) in DCM (3 mL) and TFA (1 mL), purified by SiO2 column eluted with EtOAc/MeOH to give the titled compound as a white solid (75 mg, 60%). HRMS: calcd for C21H25F4N3O2S2+H+, 492.13970. found (ESI-FTMS, [M+H]1+), 492.14043.

Workup

  1. customPrepared
  2. custompurified by SiO2 column
  3. washeluted with EtOAc/MeOH

Sources & evidence

ORD record
ord-5d8b3df71ed14579b4e4bb3b9171a8a8
Source dataset
uspto-grants-2009_12
Patent number
US07632838B2

Reaction notes

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