Formaldehyde → 4-(2-Trifluoromethyl-benzenesulfonyl)-1-(3-trifluoromethyl-phenyl)-pyrrolidine-2-carboxylic Acid Ethyl Ester

HRID 1697630Notes

Reaction equation

HRID 1697630 reaction equation
[CH2:1]([O:3][C:4](=[O:17])[CH2:5][NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:16])([F:15])[F:14])[CH:8]=1)[CH3:2].[CH2:18]=O.[CH:20]([S:22]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[C:31]([F:34])([F:33])[F:32])(=[O:24])=[O:23])=[CH2:21]>>[CH2:1]([O:3][C:4]([CH:5]1[CH2:18][CH:20]([S:22]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[C:31]([F:32])([F:34])[F:33])(=[O:23])=[O:24])[CH2:21][N:6]1[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:14])([F:16])[F:15])[CH:8]=1)=[O:17])[CH3:2]

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 247832(3-Trifluoromethyl-phenylamino)-acetic acid ethyl esterHCID 234667181-Ethenesulfonyl-2-trifluoromethyl-benzene

Product 1

HCID 866468484-(2-Trifluoromethyl-benzenesulfonyl)-1-(3-trifluoromethyl-phenyl)-pyrrolidine-2-carboxylic Acid Ethyl Ester

Procedure

In analogy to the procedure described in example 343d, (3-trifluoromethyl-phenylamino)-acetic acid ethyl ester (CAS Reg. No. 2445-84-3) was reacted with paraformaldehyde and 1-ethenesulfonyl-2-trifluoromethyl-benzene (example 243c) to give the title compound as off-white solid. MS (ESI): m/z=496.3 [M+H]+.

Sources & evidence

ORD record
ord-8752015ec8dc4356ab22e9d454881b05
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

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