Acetone → HCID 57418372, compound

HRID 1868142Notes

Reaction equation

HRID 1868142 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[CH:22]=[CH:21][CH:20]=[C:19]([CH:23]4[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]4)[CH:18]=3)(=[O:16])=[O:15])[C@H:10]([CH3:29])[CH2:9]2)=[C:4]([C:30]([F:33])([F:32])[F:31])[CH:3]=1.[CH3:34][C:35]([CH3:37])=O.Cl>CCOCC>[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[CH:22]=[CH:21][CH:20]=[C:19]([CH:23]4[CH2:28][CH2:27][N:26]([CH:35]([CH3:37])[CH3:34])[CH2:25][CH2:24]4)[CH:18]=3)(=[O:16])=[O:15])[C@H:10]([CH3:29])[CH2:9]2)=[C:4]([C:30]([F:33])([F:31])[F:32])[CH:3]=1

Participants

5

Reactant 3

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 57418370HCID 57418370, compound

Product 1

HCID 57418372HCID 57418372, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

Prepared according to the synthesis of Example 29EZ in Step 4D from (2R)-4-[4-fluoro-2-(trifluoromethyl)phenyl]-2-methyl-1-[(3-piperidin-4-ylphenyl)sulfonyl]piperazine (81 mg, 0.155 mmol) and acetone (23 μL, 0.31 mmol) as a sticky oil (75 mg, 92%). It was redissolved in Et2O and acidified with 1N HCl in Et2O and triturated with hexanes/Et2O to give the titled compound as a white solid. HRMS: calcd for C26H33F4N3O2S+H+, 528.23023. found (ESI-FTMS, [M+H]1+), 528.22834.

Workup

  1. customPrepared
  2. customtriturated with hexanes/Et2O

Sources & evidence

ORD record
ord-88e12914ed4c4275bebc2b2165807069
Source dataset
uspto-grants-2009_12
Patent number
US07632838B2

Reaction notes

Loading…