(3-methyl-1H-indol-5-yl)methanamine → 2-[3-Chloro-5-({[(2R)-1-(cyclopropylmethyl)piperidinyl]methyl}amino)-2-methyl-6-oxo-1(6H)-pyrazinyl]-N-[(3-methyl-1H-indol-5-yl)methyl]acetamide
Reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][C@H:10]2[CH2:15][CH2:14][CH2:13][CH2:12][N:11]2[CH2:16][CH:17]2[CH2:19][CH2:18]2)[C:5](=[O:20])[N:4]([CH2:21][C:22](O)=[O:23])[C:3]=1[CH3:25].[CH3:26][C:27]1[C:35]2[C:30](=[CH:31][CH:32]=[C:33]([CH2:36][NH2:37])[CH:34]=2)[NH:29][CH:28]=1>>[Cl:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][C@H:10]2[CH2:15][CH2:14][CH2:13][CH2:12][N:11]2[CH2:16][CH:17]2[CH2:18][CH2:19]2)[C:5](=[O:20])[N:4]([CH2:21][C:22]([NH:37][CH2:36][C:33]2[CH:34]=[C:35]3[C:30](=[CH:31][CH:32]=2)[NH:29][CH:28]=[C:27]3[CH3:26])=[O:23])[C:3]=1[CH3:25]Participants
3
Reactant 2
Product 1
Procedure
The title compound was prepared by a similar method to preparation 45 from 2-[3-chloro-5-({[(2R)-1-(cyclopropylmethyl)piperidinyl]methyl}amino)-2-methyl-6-oxo-1(6H)-pyrazinyl]acetic acid [see preparation 72] and (3-methyl-1H-indol-5-yl)methylamine (preperation 36) to afford the product as a white solid, (14%). LRMS: m/z=511 (M+).
Sources & evidence
- ORD record
- ord-0b8dca31e5864204b58a4c2db93f250a
- Source dataset
- uspto-grants-2002_07
- Patent number
- US06417203B1
Reaction notes
Loading…