Pyrrolidine → [6,7-Dimethoxy-4-(pyrrolidine-1-carbonyl)-isoquinolin-1-ylmethyl]-carbamic acid tert-butyl ester

HRID 14661

Reaktionsgleichung

Reaktionsgleichung von HRID 14661
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[C:19]2[C:14](=[CH:15][C:16]([O:22][CH3:23])=[C:17]([O:20][CH3:21])[CH:18]=2)[C:13]([C:24]([OH:26])=O)=[CH:12][N:11]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH:27]1[CH2:31][CH2:30][CH2:29][CH2:28]1>>[C:1]([O:5][C:6](=[O:7])[NH:8][CH2:9][C:10]1[C:19]2[C:14](=[CH:15][C:16]([O:22][CH3:23])=[C:17]([O:20][CH3:21])[CH:18]=2)[C:13]([C:24]([N:27]2[CH2:31][CH2:30][CH2:29][CH2:28]2)=[O:26])=[CH:12][N:11]=1)([CH3:2])([CH3:3])[CH3:4]

Komponenten

3

Edukt 2

HCID 31268PyrrolidineHCID 593410711-(tert-Butoxycarbonylamino-methyl)-6,7-dimethoxy-isoquinoline-4-carboxylic acid

Produkt 1

HCID 68613080[6,7-Dimethoxy-4-(pyrrolidine-1-carbonyl)-isoquinolin-1-ylmethyl]-carbamic acid tert-butyl esterAusbeute 64 %

Versuchsvorschrift

As described in example 1E, 100 mgs of 1-(tert-butoxycarbonylamino-methyl)-6,7-dimethoxy-isoquinoline-4-carboxylic acid was coupled with pyrrolidine to give 74 mgs (64%) of [6,7-dimethoxy-4-(pyrrolidine-1-carbonyl)-isoquinolin-1-ylmethyl]-carbamic acid tert-butyl ester: 1H NMR (CDCl3) δ 1.51 (s, 9H), 1.83-1.92 (m, 2H), 2.02-2.07 (m, 2H), 3.20-3.29 (m, 2H), 4.03 (m, 6H), 4.92 (br s, 2H), 6.17 (br s, 2H), 7.23-7.24 (m, 1H), 7.38 (br s, 1H), 8.31-8.33 (m, 1H).

Quellen und Nachweise

ORD-Eintrag
ord-17a14d98f9c84c82bc96a001ad902dac
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07732446B1

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