Methylamine → 1-(5-(2-Fluoro-5-methylphenyl)pyrimidin-2-yl)-N-methyl-N-(2-(methylamino)-2-oxoethyl)-3-(methylthio)-1H-indole-6-carboxamide
Reaction equation
CN.[CH3:3][N:4](C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.[F:25][C:26]1[CH:31]=[CH:30][C:29]([CH3:32])=[CH:28][C:27]=1[C:33]1[CH:34]=[N:35][C:36]([N:39]2[C:47]3[C:42](=[CH:43][CH:44]=[C:45]([C:48]([N:50]([CH2:52][C:53]([OH:55])=O)[CH3:51])=[O:49])[CH:46]=3)[C:41]([S:56][CH3:57])=[CH:40]2)=[N:37][CH:38]=1>>[F:25][C:26]1[CH:31]=[CH:30][C:29]([CH3:32])=[CH:28][C:27]=1[C:33]1[CH:38]=[N:37][C:36]([N:39]2[C:47]3[C:42](=[CH:43][CH:44]=[C:45]([C:48]([N:50]([CH3:51])[CH2:52][C:53]([NH:4][CH3:3])=[O:55])=[O:49])[CH:46]=3)[C:41]([S:56][CH3:57])=[CH:40]2)=[N:35][CH:34]=1Participants
4
Reactant 3
Product 1
Procedure
Methylamine (2M in THF, 1.54 ml, 3.09 mmol) was coupled with TBTU to 304c) (0.48 g, 1.03 mmol). Light yellow solid. Yield: 0.22 g (45% of theory)
Sources & evidence
- ORD record
- ord-c3648e963d874ab597d4eecec8684fc4
- Source dataset
- uspto-grants-2016_04
- Patent number
- US09315490B2
Reaction notes
Loading…