1,4-Difluoro-2-isocyanatobenzene → N-(1-Benzyl-pyrrolidin-3-(S)-yl)-2-(S)-[3-(2,5-difluoro-phenyl)-ureido]-3,3-dimethyl-butyramide

HRID 1242709Notes

Reaction equation

HRID 1242709 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[N:9]=[C:10]=[O:11].[NH2:12][C@@H:13]([C:29]([CH3:32])([CH3:31])[CH3:30])[C:14]([NH:16][C@H:17]1[CH2:21][CH2:20][N:19]([CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH2:18]1)=[O:15]>>[CH2:22]([N:19]1[CH2:20][CH2:21][C@H:17]([NH:16][C:14](=[O:15])[C@@H:13]([NH:12][C:10]([NH:9][C:3]2[CH:4]=[C:5]([F:8])[CH:6]=[CH:7][C:2]=2[F:1])=[O:11])[C:29]([CH3:30])([CH3:32])[CH3:31])[CH2:18]1)[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

3

Reactant 2

HCID 27332661,4-Difluoro-2-isocyanatobenzeneHCID 210623372-(S)-Amino-N-(1-benzyl-pyrrolidin-3-(S)-yl)-3,3-dimethyl-butyramide

Product 1

HCID 10138400N-(1-Benzyl-pyrrolidin-3-(S)-yl)-2-(S)-[3-(2,5-difluoro-phenyl)-ureido]-3,3-dimethyl-butyramide

Procedure

Compound 3c was prepared from 2,5-difluorophenyl isocyanate and compound 2b, using the method described in Example 9. MS (EI)=444 (M+).

Sources & evidence

ORD record
ord-301a758a1a4f47d7892366a3fe087e89
Source dataset
uspto-grants-2006_10
Patent number
US07115664B2

Reaction notes

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