Formaldehyde → 4-[2-Ethoxycarbonyl-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidin-1-yl]-piperidine-1-carboxylic Acid Tert-butyl Ester

HRID 1697645Notes

Reaction equation

HRID 1697645 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:21]=O.[CH:23]([S:25]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=1[C:34]([F:37])([F:36])[F:35])(=[O:27])=[O:26])=[CH2:24]>>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][CH:11]([N:14]2[CH2:21][CH:23]([S:25]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[C:34]([F:35])([F:37])[F:36])(=[O:26])=[O:27])[CH2:24][CH:15]2[C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 15380724Tert-butyl 4-[(2-ethoxy-2-oxoethyl)amino]piperidine-1-carboxylateHCID 234667181-Ethenesulfonyl-2-trifluoromethyl-benzene

Product 1

HCID 667708904-[2-Ethoxycarbonyl-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidin-1-yl]-piperidine-1-carboxylic Acid Tert-butyl Ester

Procedure

In analogy to the procedure described in example 343d, 4-(ethoxycarbonylmethyl-amino)-piperidine-1-carboxylic acid tert-butyl ester (CAS Reg. No. 177276-49-2) was reacted with paraformaldehyde and 1-ethenesulfonyl-2-trifluoromethyl-benzene (example 243c) to give the title compound.

Sources & evidence

ORD record
ord-48affeb1e4be461487b322a38cb23f31
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

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