Propylamine → 5-[4-(9H-9-Carbazolyl)-1-(3,4-dimethoxybenzoyl)-1,2,3,4-tetrahydro-2-quinolinyl]-N-propylpentanamide

HRID 585387

Reaction equation

HRID 585387 reaction equation
[CH:1]1[C:13]2[N:12]([CH:14]3[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[N:17]([C:24](=[O:35])[C:25]4[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[C:27]([O:33][CH3:34])[CH:26]=4)[CH:16]([CH2:36][CH2:37][CH2:38][CH2:39][C:40](O)=[O:41])[CH2:15]3)C3C(=CC=CC=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[CH2:43]([NH2:46])[CH2:44][CH3:45]>>[CH:1]1[C:13]2[N:12]([CH:14]3[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[N:17]([C:24](=[O:35])[C:25]4[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[C:27]([O:33][CH3:34])[CH:26]=4)[CH:16]([CH2:36][CH2:37][CH2:38][CH2:39][C:40]([NH:46][CH2:43][CH2:44][CH3:45])=[O:41])[CH2:15]3)[C:13]3[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 7852PropylamineHCID 223392535-[4-(9H-9-Carbazolyl)-1-(3,4-dimethoxybenzoyl)-1,2,3,4-tetrahydro-2-quinolinyl]pentanoic acid

Product 1

HCID 223392145-[4-(9H-9-Carbazolyl)-1-(3,4-dimethoxybenzoyl)-1,2,3,4-tetrahydro-2-quinolinyl]-N-propylpentanamideYield 93%

Procedure

Starting with 5-[4-(9H-9-carbazolyl)-1-(3,4-dimethoxybenzoyl)-1,2,3,4-tetrahydro-2-quinolinyl]pentanoic acid (0.09 g, 0.16 mmol) prepared in Example 128 and n-propylamine (52 μl), the same procedure as shown in Example 129 was repeated to give the titled compound (0.09 g, overall yield: 93%) as a white powder (cis:trans=5:2).

Sources & evidence

ORD record
ord-110c845be1e84e8cb3efca3eba6d59a7
Source dataset
uspto-grants-2005_08
Patent number
US06930104B2

Linked notes

Loading…