3-Pyridinemethanamine → HCID 69184970, compound

HRID 2113595Notes

Reaction equation

HRID 2113595 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[CH:28]=[CH:27][CH:26]=[C:25]([CH2:29][NH2:30])[CH: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:30][CH2:29][C:25]4[CH:24]=[N:23][CH:28]=[CH:27][CH:26]=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

Reactant 2

HCID 310183-PyridinemethanamineHCID 691808141,7-Naphthyridine-3-carbonitrile, 4-[(3-bromo-4-methylphenyl)amino]-6-fluoro-

Product 1

HCID 69184970HCID 69184970, compoundYield 14%

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 pyridine-3-ylmethylamine (2.8 mL, 20 eq). The crude product was purified via preparative HPLC to obtain 55 mg product (14% yield): HRMS (ESI+) calcd for C22H17BrN6 445.0771 (M+H), found (M+H) 445.0761.

Workup

  1. customThe crude product was purified via preparative HPLC

Sources & evidence

ORD record
ord-e0255d62a9f44769a287a2d0849d8ea8
Source dataset
uspto-grants-2008_10
Patent number
US07432279B2

Reaction notes

Loading…