HCID 68972745, compound → HCID 11956339, compound

HRID 1272692Notes

Reaction equation

HRID 1272692 reaction equation
[CH3:1][O:2][C:3](=[O:44])[C@@H:4]([NH:14][C:15]([C:17]1[N:18]=[C:19]([CH2:38][CH:39]2[CH2:43][CH2:42][CH2:41][CH2:40]2)[C:20]2[C:25]([CH:26]=1)=[CH:24][CH:23]=[C:22]([O:27][C:28]1[CH:33]=[CH:32][C:31]([C:34]([CH3:37])([CH3:36])[CH3:35])=[CH:30][CH:29]=1)[CH:21]=2)=[O:16])[CH2:5][C:6]1[S:7][C:8]([CH:11]=[CH:12][CH3:13])=[CH:9][CH:10]=1>[Pd]>[C:34]([C:31]1[CH:30]=[CH:29][C:28]([O:27][C:22]2[CH:21]=[C:20]3[C:25]([CH:26]=[C:17]([C:15]([NH:14][C@@H:4]([CH2:5][C:6]4[S:7][C:8]([CH2:11][CH2:12][CH3:13])=[CH:9][CH:10]=4)[C:3]([OH:44])=[O:2])=[O:16])[N:18]=[C:19]3[CH2:38][CH:39]3[CH2:40][CH2:41][CH2:42][CH2:43]3)=[CH:24][CH:23]=2)=[CH:33][CH:32]=1)([CH3:36])([CH3:35])[CH3:37].[CH3:1][O:2][C:3](=[O:44])[C@@H:4]([NH:14][C:15]([C:17]1[N:18]=[C:19]([CH2:38][CH:39]2[CH2:43][CH2:42][CH2:41][CH2:40]2)[C:20]2[C:25]([CH:26]=1)=[CH:24][CH:23]=[C:22]([O:27][C:28]1[CH:29]=[CH:30][C:31]([C:34]([CH3:36])([CH3:37])[CH3:35])=[CH:32][CH:33]=1)[CH:21]=2)=[O:16])[CH2:5][C:6]1[S:7][C:8]([CH2:11][CH2:12][CH3:13])=[CH:9][CH:10]=1

Participants

4

Reactant 1

HCID 68972745HCID 68972745, compound

Product 2

HCID 11956339HCID 11956339, compoundHCID 68973140HCID 68973140, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The title compound was prepared by treatment of 2(S)-{[7-(4-tert-Butyl-phenoxy)-1-cyclopentylmethyl-isoquinoline-3-carbonyl]-amino}-3-(5-propenylthiophen-2-yl)-propionic acid methyl ester (prepared in Example 23) with Pd/C and H2 (1 atm) by the general procedure N to afford 2(S)-{[7-(4-tert-Butyl-phenoxy)-1-cyclopentylmethyl-isoquinoline-3-carbonyl]-amino}-3-(5-propylthiophen-2-yl)-propionic acid methyl ester. The ester was hydrolyzed by the general procedure C to afford the title compound.

Sources & evidence

ORD record
ord-2e81d3f2f6a24b0b9b7f599513f752ec
Source dataset
uspto-grants-2007_04
Patent number
US07208601B2

Reaction notes

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