N-(3,5-Difluoro-benzyl)-2-isopropyl-malonamic acid → N-(3,5-Difluoro-benzyl)-N'-[2-(3,4-dihydro-1H-isoquinolin-2-yl)-1-(1H-indol-3-ylmethyl)-2-oxo-ethyl]-2-isopropyl-malonamide

HRID 2223254Notes

Reaction equation

HRID 2223254 reaction equation
FC1C=C(C=C(F)C=1)CNC(=O)C(C)C([NH:11][CH:12]([CH2:25][C:26]1[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[NH:28][CH:27]=1)[C:13]([N:15]1[CH2:24][CH2:23][C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH2:16]1)=[O:14])=O.[F:41][C:42]1[CH:43]=[C:44]([CH:56]=[C:57]([F:59])[CH:58]=1)[CH2:45][NH:46][C:47](=[O:55])[CH:48]([CH:52]([CH3:54])[CH3:53])[C:49]([OH:51])=O>>[F:59][C:57]1[CH:56]=[C:44]([CH:43]=[C:42]([F:41])[CH:58]=1)[CH2:45][NH:46][C:47](=[O:55])[CH:48]([CH:52]([CH3:54])[CH3:53])[C:49]([NH:11][CH:12]([CH2:25][C:26]1[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[NH:28][CH:27]=1)[C:13]([N:15]1[CH2:24][CH2:23][C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH2:16]1)=[O:14])=[O:51]

Participants

3

Reactant 2

HCID 69280641N-(3,5-Difluoro-benzyl)-2-isopropyl-malonamic acidHCID 69280666N-(3,5-Difluoro-benzyl)-N'-[2-(3,4-dihydro-1H-isoquinolin-2-yl)-1-(1H-indol-3-ylmethyl)-2-oxo-ethyl]-2-methyl-malonamide

Product 1

HCID 69280045N-(3,5-Difluoro-benzyl)-N'-[2-(3,4-dihydro-1H-isoquinolin-2-yl)-1-(1H-indol-3-ylmethyl)-2-oxo-ethyl]-2-isopropyl-malonamide

Procedure

N-(3,5-Difluoro-benzyl)-N′-[2-(3,4-dihydro-1H-isoguinolin-2-yl)-1-(1H-indol-3-ylmethyl)-2-oxo-ethyl]-2-isopropyl-malonamide. MS: m/e=573.3 (M+H+), was prepared in analogy to N-(3,5-difluoro-benzyl)-N′-[2-(3,4-dihydro-1H-isoquinolin-2-yl)-1-(1H-indol-3-ylmethyl)-2-oxo-ethyl]-2-methyl-malonamide (example 16) from N-(3,5-difluoro-benzyl)-2-isopropyl-malonamic acid.

Sources & evidence

ORD record
ord-85b01c569de1479d8bb5b76e4c7bee7b
Source dataset
uspto-grants-2008_05
Patent number
US07375099B2

Reaction notes

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