Sodium Hydroxide → HCID 18516911, compound

HRID 1370088Notes

Reaction equation

HRID 1370088 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[C:9]([C:14]#N)=[CH:10][N:11](C)C)=[CH:4][N:3]=1.[N+]([O-])([O-])=O.[F:21][C:22]1[CH:27]=[CH:26][C:25]([NH:28][C:29]([NH2:31])=[NH2+:30])=[CH:24][CH:23]=1.[OH-].[Na+]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([C:10]#[N:11])=[CH:14][N:31]=[C:29]([NH:28][C:25]3[CH:24]=[CH:23][C:22]([F:21])=[CH:27][CH:26]=3)[N:30]=2)=[CH:4][N:3]=1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 53997777HCID 53997777, compoundHCID 178512440HCID 178512440, compound

Product 1

HCID 18516911HCID 18516911, compound

Procedure

4-[2-Chloropyridin-5-yl]-5-cyano-N-(4-fluorophenyl)pyrimidine-2-amine was prepared from 1-(2-chloropyridin-5-yl)-2-cyano-3-dimethylamino propen-1-one (8.0 g, 36 mmol), 4-fluorophenylguanidinium nitrate (8.23 g, 37.8 mmol) and sodium hydroxide (1.49 g, 37.8 mmol) as a yellow solid (7.23 g). δH (d6 DMSO) 10.66 (1H, bs), 9.00 (1H, s), 8.95 (1H, d, J 2.3 Hz), 8.38 (1H, dd, J 8.4,2.5 Hz), 7.80 (1H, d, J 8.4 Hz), 7.77-7.74 (2H, m) and 7.24-7.20 (2H, m).

Sources & evidence

ORD record
ord-97f5217602e94e52ad34a37cc3aedea6
Source dataset
uspto-grants-2003_06
Patent number
US06579983B1

Reaction notes

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