3-(Dimethylaminomethyl)-7-azaindole → HCID 21462990, compound

HRID 1940549Notes

Reaction equation

HRID 1940549 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[C:13]2[C:8](=[N:9][CH:10]=[CH:11][CH:12]=2)[NH:7][CH:6]=1)[CH3:3].[S:14]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[CH:16]=[C:15]1[C:23]1[CH2:24]CNC[CH:28]=1>>[S:14]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[CH:16]=[C:15]1[C:23]1[CH2:24][CH2:3][N:2]([CH2:4][C:5]2[C:13]3[C:8](=[N:9][CH:10]=[CH:11][CH:12]=3)[NH:7][CH:6]=2)[CH2:1][CH:28]=1

Participants

3

Reactant 2

HCID 53835493-(Dimethylaminomethyl)-7-azaindoleHCID 10987666HCID 10987666, compound

Product 1

HCID 21462990HCID 21462990, compound

Procedure

Reaction of 3-dimethylaminomethyl-1H-pyrrolo[2,3-b]pyridine and 4-(benzothiophen-2-yl)-1,2,3,6-tetrahydropyridine in an analogous manner to Example 4 gave the title compound, m.p. 241°-246° C. (dec.); (Found: C, 72.85; H, 5.54; N, 12.06; C21H19N3S requires C, 73.01; H, 5.54; N, 12.16%); δH (DMSO-d6) 2.51 (2H, br s, tetrahydropyridinyl CH2), 2.67 (2H, m, tetrahydropyridinyl CH2), 3.14 (2H, m, tetrahydropyridinyl CH2), 3.76 (2H, s, CH2N), 6.19 (1H, br s, CH=CR), 7.03 (1H, m, ArH), 7.31 (2H, m, 3'-H and ArH), 7.74 (1H, d, J 8 Hz, ArH), 7.86 (1H, d, J 8 Hz, ArH), 8.05 (1H, d, J 8 Hz, ArH), 8.20 (1H, m, ArH), and 11.45 (1H, br s, NH); m/z (CI+, NH3) 346 (M+1)+.

Sources & evidence

ORD record
ord-39ca07541b26476da0ce86622aed97a6
Source dataset
uspto-grants-1997_12
Patent number
US05700809

Reaction notes

Loading…