3-(Trifluoromethyl)phenyl isocyanate → N-(1-Benzyl-pyrrolidin-3-(S)-yl)-3,3-dimethyl-2-(S)-[3-(3-trifluoromethyl-phenyl)-ureido]-butyramide

HRID 1242708Notes

Reaction equation

HRID 1242708 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:4]=[C:5]([N:9]=[C:10]=[O:11])[CH:6]=[CH:7][CH:8]=1.[NH2:14][C@@H:15]([C:31]([CH3:34])([CH3:33])[CH3:32])[C:16]([NH:18][C@H:19]1[CH2:23][CH2:22][N:21]([CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:20]1)=[O:17]>>[CH2:24]([N:21]1[CH2:22][CH2:23][C@H:19]([NH:18][C:16](=[O:17])[C@@H:15]([NH:14][C:10]([NH:9][C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:12])([F:13])[F:1])[CH:4]=2)=[O:11])[C:31]([CH3:32])([CH3:34])[CH3:33])[CH2:20]1)[C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

Participants

3

Reactant 2

HCID 94833-(Trifluoromethyl)phenyl isocyanateHCID 210623372-(S)-Amino-N-(1-benzyl-pyrrolidin-3-(S)-yl)-3,3-dimethyl-butyramide

Product 1

HCID 10299251N-(1-Benzyl-pyrrolidin-3-(S)-yl)-3,3-dimethyl-2-(S)-[3-(3-trifluoromethyl-phenyl)-ureido]-butyramide

Procedure

Compound 3b was prepared from 3-(trifluoromethyl)phenyl isocyanate and compound 2b, using the method described in Example 9. MS (EI)=476 (M+).

Sources & evidence

ORD record
ord-0b673039233a473584123ce2ae54d74d
Source dataset
uspto-grants-2006_10
Patent number
US07115664B2

Reaction notes

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