Hydrochloric Acid → HCID 57418443, compound

HRID 1868147Notes

Reaction equation

HRID 1868147 reaction equation
Cl.[F:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][N:12]([S:15]([C:18]3[S:22][C:21](C4CCN(C(OC(C)(C)C)=O)CC4=O)=[CH:20][CH:19]=3)(=[O:17])=[O:16])[C@H:11]([CH3:37])[CH2:10]2)=[C:5]([C:38]([F:41])([F:40])[F:39])[CH:4]=1.BrC1SC(S(N2CCN(C3C=CC(F)=CC=3C(F)(F)F)C[C@H]2C)(=O)=O)=CC=1.[O:69]=[C:70]1[NH:75][CH2:74][CH2:73][N:72](C(OC(C)(C)C)=O)[CH2:71]1>CCOC(C)=O>[F:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][N:12]([S:15]([C:18]3[S:22][C:21]([N:75]4[CH2:74][CH2:73][NH:72][CH2:71][C:70]4=[O:69])=[CH:20][CH:19]=3)(=[O:16])=[O:17])[C@H:11]([CH3:37])[CH2:10]2)=[C:5]([C:38]([F:41])([F:40])[F:39])[CH:4]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3157178Tert-butyl 3-oxopiperazine-1-carboxylateHCID 57418413HCID 57418413, compoundHCID 68552974HCID 68552974, compound2×

Product 1

HCID 57418443HCID 57418443, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Prepared by acid treatment (1N HCl in EtOAc) of tert-butyl 4-(5-((R)-4-(4-fluoro-2-(trifluoromethyl)phenyl)-2-methylpiperazin-1-ylsulfonyl)thiophen-2-yl)-3-oxopiperidine-1-carboxylate, as a white solid [tert-butyl 4-(5-((R)-4-(4-fluoro-2-(trifluoromethyl)phenyl)-2-methylpiperazin-1-ylsulfonyl)thiophen-2-yl)-3-oxopiperidine-1-carboxylate was prepared according to procedures similar to those described in Example 29FH from (R)-1-(5-bromothiophen-2-ylsulfonyl)-4-(4-fluoro-2-(trifluoromethyl)phenyl)-2-methylpiperazine (292 mg, 0.6 mmol), and tert-butyl 3-oxopiperazine-1-carboxylate (181 mg, 0.9 mmol) as a white solid (major product, 89.4 mg, 86%)]. HRMS: calcd for C20H22F4N4O3S2+H+, 507.11422. found (ESI-FTMS, [M+H]1+), 507.11461.

Workup

  1. customwas prepared

Sources & evidence

ORD record
ord-6ba7dba352b9454dbacc0c7887c7872a
Source dataset
uspto-grants-2009_12
Patent number
US07632838B2

Reaction notes

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