2-Methoxypropan-1-amine → 2-(4-(6-cyanopyrazin-2-yl)phenyl)-N-(2-methoxypropyl)-2-methylpropanamide

HRID 1175633Notes

Reaction equation

HRID 1175633 reaction equation
[C:1]([C:3]1[N:8]=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([CH3:20])([CH3:19])[C:16]([OH:18])=O)=[CH:11][CH:10]=2)[CH:6]=[N:5][CH:4]=1)#[N:2].[CH3:21][O:22][CH:23]([CH3:26])[CH2:24][NH2:25]>>[C:1]([C:3]1[N:8]=[C:7]([C:9]2[CH:10]=[CH:11][C:12]([C:15]([CH3:20])([CH3:19])[C:16]([NH:25][CH2:24][CH:23]([O:22][CH3:21])[CH3:26])=[O:18])=[CH:13][CH:14]=2)[CH:6]=[N:5][CH:4]=1)#[N:2]

Participants

3

Reactant 2

HCID 126097192-Methoxypropan-1-amineHCID 687764432-(4-(6-Cyanopyrazin-2-yl)phenyl)-2-methylpropanoic acid

Product 1

HCID 160052722-(4-(6-cyanopyrazin-2-yl)phenyl)-N-(2-methoxypropyl)-2-methylpropanamideYield 70%

Procedure

Prepared in a similar manner to Example 20 from 2-(4-(6-Cyanopyrazin-2-yl)phenyl)-2-methylpropanoic acid (example 20a) and 2-methoxypropan-1-amine. Yield 70%. 1H NMR (400 MHz, dMSO): δ 0.93-0.94 (d, 3H), 1.48-1.49 (d, 6H), 2.99-3.11 (m, 2H), 3.17 (s, 3H), 3.29-3.30 (m, 1H), 7.41-7.42 (m, 1H), 7.49-7.51 (d, 2H), 8.11-8.14 (d, 2H), 9.15 (s, 1H), 9.55 (s, 1H); MS+H (339).

Sources & evidence

ORD record
ord-1c2b2b01fa734838892d4dbc7561a57d
Source dataset
uspto-grants-2010_11
Patent number
US07842324B2

Reaction notes

Loading…