2,4,5-Trichloropyrimidine → (2,5-Dichloro-pyrimidin-4-yl)-(2-fluoro-6-methoxy-phenyl)-amine

HRID 1041303Notes

Reaction equation

HRID 1041303 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([Cl:9])=[CH:4][N:3]=1.[F:10][C:11]1[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH3:19])[C:12]=1[NH2:13]>>[Cl:1][C:2]1[N:7]=[C:6]([NH:13][C:12]2[C:14]([O:18][CH3:19])=[CH:15][CH:16]=[CH:17][C:11]=2[F:10])[C:5]([Cl:9])=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 2372592,4,5-TrichloropyrimidineHCID 4592532-Fluoro-6-methoxyaniline

Product 1

HCID 86633994(2,5-Dichloro-pyrimidin-4-yl)-(2-fluoro-6-methoxy-phenyl)-amine

Procedure

(2,5-Dichloro-pyrimidin-4-yl)-(2-fluoro-6-methoxy-phenyl)-amine was prepared from 2,4,5-Trichloro-pyrimidine and 2-Fluoro-6-methoxyaniline in an analogous manner to Example 1230a. Title product was obtained as an off white solid (3.80 g, 62%). MP=133-135. LCMS 289.03 (M+H), HPLC purity=94%, 1H-NMR (DMSO-d6, 400 MHz) δ 9.24 (s, 1H), 8.35 (s, 1H), 7.39-7.35 (m, 1H), 7.00-6.91 (m, 2H), 3.80 (s, 3H).

Sources & evidence

ORD record
ord-1248a766ab444830a330564e74354667
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

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