HCID 66818103, compound → HCID 67547187, compound

HRID 490642Notes

Reaction equation

HRID 490642 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:25]=[CH:26][C:27]=1[Cl:28])[CH2:5][N:6]1[CH2:10][C@@H:9]([N:11]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=2[F:21])[CH3:12])[CH2:8][C@H:7]1[C:22](O)=[O:23].[CH:29]1([C:35]2[NH:39][C:38](=[O:40])[C:37]3([CH2:45][CH2:44][NH:43][CH2:42][CH2:41]3)[N:36]=2)[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1>>[CH:29]1([C:35]2[NH:39][C:38](=[O:40])[C:37]3([CH2:41][CH2:42][N:43]([C:22]([C@@H:7]4[CH2:8][C@H:9]([N:11]([CH2:13][C:14]5[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=5[F:21])[CH3:12])[CH2:10][N:6]4[CH2:5][C:4]4[CH:25]=[CH:26][C:27]([Cl:28])=[C:2]([Cl:1])[CH:3]=4)=[O:23])[CH2:44][CH2:45]3)[N:36]=2)[CH2:30][CH2:31][CH2:32][CH2:33][CH2:34]1

Participants

3

Reactant 2

HCID 66818103HCID 66818103, compoundHCID 67547987HCID 67547987, compound

Product 1

HCID 67547187HCID 67547187, compoundYield 6%

Procedure

As described for Example 64e, (2S,4S)-1-(3,4-dichloro-benzyl)-4-[(2,4-difluoro-benzyl)-methyl-amino]-pyrrolidine-2-carboxylic acid (1 mmol) was converted, using 2-cyclohexyl-1,3,8-triaza-spiro[4.5]dec-1-en-4-one to the title compound (38.8 mg) by preparative HPLC in 6% yield as colorless oil. MS m/e=647.6 [M+H]+.

Sources & evidence

ORD record
ord-9e613e084fa340c1b5a79ebc5a51733e
Source dataset
uspto-grants-2009_05
Patent number
US07528136B2

Reaction notes

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