Npc164516 → 9-(8-Methyl-8-aza-bicyclo[3.2.1]oct-3-ylidene)-9h-xanthene-3-carboxylic acid diethylamide

HRID 733052Notes

Reaction equation

HRID 733052 reaction equation
[CH3:1][N:2]1[CH:6]2[CH2:7][C:8]([CH2:10][CH:3]1[CH2:4][CH2:5]2)=O.[CH2:11]([N:13]([CH2:31][CH3:32])[C:14]([C:16]1[CH:17]=[CH:18][C:19]2[C:20](=O)[C:21]3[C:26]([O:27][C:28]=2[CH:29]=1)=[CH:25][CH:24]=[CH:23][CH:22]=3)=[O:15])[CH3:12]>>[CH2:31]([N:13]([CH2:11][CH3:12])[C:14]([C:16]1[CH:17]=[CH:18][C:19]2[C:20](=[C:8]3[CH2:10][CH:3]4[N:2]([CH3:1])[CH:6]([CH2:5][CH2:4]4)[CH2:7]3)[C:21]3[C:26]([O:27][C:28]=2[CH:29]=1)=[CH:25][CH:24]=[CH:23][CH:22]=3)=[O:15])[CH3:32]

Participants

3

Reactant 2

HCID 79038Npc164516HCID 15953972N,N-Diethyl-9-oxo-9H-xanthene-3-carboxamide

Product 1

HCID 112696589-(8-Methyl-8-aza-bicyclo[3.2.1]oct-3-ylidene)-9h-xanthene-3-carboxylic acid diethylamide

Procedure

Following Procedure 7 and substituting tropinone for N-carbethoxynortropinone, compound 6a was converted to the title compound. MS m/z=403.2 (M+1); 1H NMR 300 MHz (CDCl3) δ 1.2 (br s, 6H), 1.9 (m, 2H), 2.5 (s, 3H), 2.8 (m, 2H), 3.1 (m, 2H), 3.3 (m, 2H), 3.4 (br s, 2H), 3.6 (m, 4H), 7.0-7.3 (m, 7H).

Sources & evidence

ORD record
ord-7cd868aac67040e1930d92a3c1c0ba2c
Source dataset
uspto-grants-2009_09
Patent number
US07589103B2

Reaction notes

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