2-Morpholinoethylamine → HCID 69315031, compound
Reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[C:19]3[C:14](=[CH:15][N:16]=[C:17](F)[CH:18]=3)[N:13]=[CH:12][C:11]=2[C:21]#[N:22])[CH:5]=[CH:6][C:7]=1[CH3:8].[N:23]1([CH2:29][CH2:30][NH2:31])[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1>>[Br:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[C:19]3[C:14](=[CH:15][N:16]=[C:17]([NH:31][CH2:30][CH2:29][N:23]4[CH2:28][CH2:27][O:26][CH2:25][CH2:24]4)[CH:18]=3)[N:13]=[CH:12][C:11]=2[C:21]#[N:22])[CH:5]=[CH:6][C:7]=1[CH3:8]Participants
3
Procedure
Following the procedure described above in Example 1, 4-[(3-bromo-4-methylphenyl)amino]-6-fluoro-[1,7]naphthyridine-3-carbonitrile (300 mg, 1.1 mmol, 1 eq) was reacted with 2-morpholin-4-yl-1-ethylamine (3 mL, 20 eq). The crude product was purified via preparative HPLC to obtain 67 mg product (18% yield):
Workup
- customThe crude product was purified via preparative HPLC
Sources & evidence
- ORD record
- ord-494a7ca19b734ed1b60570023d55b1d3
- Source dataset
- uspto-grants-2008_10
- Patent number
- US07432279B2
Reaction notes
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