2-Methylnicotinic acid → N-(6-chloro-7-ethoxy-9H-beta-carbolin-8-yl)-2-methyl-nicotinamide

HRID 552180Notes

Reaction equation

HRID 552180 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:12](=[C:13]([NH2:18])[C:14]=1[O:15][CH2:16][CH3:17])[NH:11][C:10]1[CH:9]=[N:8][CH:7]=[CH:6][C:5]2=1.[CH3:19][C:20]1[N:28]=[CH:27][CH:26]=[CH:25][C:21]=1[C:22](O)=[O:23]>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:12](=[C:13]([NH:18][C:22](=[O:23])[C:21]3[CH:25]=[CH:26][CH:27]=[N:28][C:20]=3[CH3:19])[C:14]=1[O:15][CH2:16][CH3:17])[NH:11][C:10]1[CH:9]=[N:8][CH:7]=[CH:6][C:5]2=1

Participants

3

Reactant 2

HCID 6433732-Methylnicotinic acidHCID 671644526-chloro-7-ethoxy-9H-beta-carbolin-8-ylamine

Product 1

HCID 11440410N-(6-chloro-7-ethoxy-9H-beta-carbolin-8-yl)-2-methyl-nicotinamideYield 40%

Procedure

The desired compound was prepared according to Method A from 6-chloro-7-ethoxy-9H-β-carbolin-8-ylamine and 2-methylnicotinic acid in 40% yield. 1H-NMR (300 MHz, MeOH-d4): δ 1.39 (t, 3H), 2.76 (s, 3H), 4.14 (q, 2H), 7.43 (dd, 1H), 8.05 (d, 1H), 8.26 (m, 3H), 8.55 (d, 1H), 8.79 (s, 1H).

Sources & evidence

ORD record
ord-8c5a57bfaf9d4a0ea7f34c624488c752
Source dataset
uspto-grants-2011_05
Patent number
US07951801B2

Reaction notes

Loading…