4-Methoxybenzylamine → HCID 18516898, compound

HRID 1370087Notes

Reaction equation

HRID 1370087 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:13]([C:14]#[N:15])=[CH:12][N:11]=[C:10]([NH:16][C:17]3[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=3)[N:9]=2)=[CH:4][N:3]=1.[CH3:24][O:25][C:26]1[CH:33]=[CH:32][C:29]([CH2:30][NH2:31])=[CH:28][CH:27]=1>>[C:14]([C:13]1[C:8]([C:5]2[CH:6]=[CH:7][C:2]([NH:31][CH2:30][C:29]3[CH:32]=[CH:33][C:26]([O:25][CH3:24])=[CH:27][CH:28]=3)=[N:3][CH:4]=2)=[N:9][C:10]([NH:16][C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)=[N:11][CH:12]=1)#[N:15].[NH2:31][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:13]([C:14]#[N:15])=[CH:12][N:11]=[C:10]([NH:16][C:17]3[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=3)[N:9]=2)=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 754524-MethoxybenzylamineHCID 18516911HCID 18516911, compound

Product 2

HCID 18516898HCID 18516898, compoundHCID 18516931HCID 18516931, compound

Procedure

5-cyano-N-(4-fluorophenyl)-4-[2-(4-methoxybenzylamino)pyridin-5-yl]-pyrimidine-2-amine was prepared in a similar manner to the title compound of Example 7 from 4-(2-chloropyridin-5-yl)-5-cyano-N-(4-fluoro-phenyl)pyrimidine-2-amine (764 mg, 2.3 mmol) and p-methoxybenzyl-amine (644 mg, 4.6 mmol) as a yellow solid (432 mg). δH (d6 DMSO) 10.35 (1H, s), 8.82 (1H, s), 8.77 (1H, d, J 2.3 Hz), 8.04 (1H, dd, J 8.9, 2.3 Hz), 7.84 (1H, t, J 5.6 Hz), 7.77-7.74 (1H, m), 7.28 (2H, d, J 8.6 Hz), 7.21 (2H, t, J 8.9 Hz), 6.90 (2H, d, J 8.6 Hz), 6.66 (1H, d, J 8.9 Hz), 4.51 (2H, s) and 3.73 (3H, s).

Sources & evidence

ORD record
ord-819d6e1ef14e4d7aad0fec0ace0a7dcd
Source dataset
uspto-grants-2003_06
Patent number
US06579983B1

Reaction notes

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