Formaldehyde → 1-Naphthalen-1-yl-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic Acid Ethyl Ester

HRID 1697621Notes

Reaction equation

HRID 1697621 reaction equation
[CH2:1]([O:3][C:4](=[O:17])[CH2:5][NH:6][C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[CH:9][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[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[CH:9][CH:8]=1)=[O:17])[CH3:2]

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 18347840Ethyl 1-naphthylaminoacetateHCID 234667181-Ethenesulfonyl-2-trifluoromethyl-benzene

Product 1

HCID 667711851-Naphthalen-1-yl-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic Acid Ethyl Ester

Procedure

In analogy to the procedure described in example 343d, (naphthalen-1-ylamino)-acetic acid ethyl ester (CAS Reg. No. 107456-67-7) was reacted with paraformaldehyde and 1-ethenesulfonyl-2-trifluoromethyl-benzene (example 243c) to give the title compound as brown oil. MS (ESI): m/z=478.2 [M+H]+.

Sources & evidence

ORD record
ord-211ac833779b4b8a9b8ec5be950a30d1
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

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