3-Fluoroaniline → 4-(3-Fluoroanilino)-6-methyl-2-(2-pyridinyl)pyrimidine

HRID 2084086Notes

Reaction equation

HRID 2084086 reaction equation
Cl[C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[N:3]=1.[F:15][C:16]1[CH:17]=[C:18]([CH:20]=[CH:21][CH:22]=1)[NH2:19]>>[F:15][C:16]1[CH:17]=[C:18]([CH:20]=[CH:21][CH:22]=1)[NH:19][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[N:3]=1

Participants

3

Reactant 2

HCID 97423-FluoroanilineHCID 27633954-Chloro-6-methyl-2-(pyridin-2-yl)pyrimidine

Product 1

HCID 99655074-(3-Fluoroanilino)-6-methyl-2-(2-pyridinyl)pyrimidine

Procedure

The title compound was prepared from 4-chloro-6-methyl-2-(2-pyridinyl)pyrimidine (100 mg, 0.486 mmol) and 3-fluoroaniline (47 μl, 0.486 mmol) similar to Example 11 and isolated as a light brown solid (74 mg, 54%). 1H NMR (CDCl3): 8.83 (d, J=4.8 Hz, 1H), 8.47 (d, J=9 Hz, 1H), 7.88 (m, 1H), 7.44-7.30 (m, 4H), 7.18-7.14 (m, 1H), 6.92-6.86 (m, 1H), 6.80 (s, 1H), 2.55 (s, 3H).

Sources & evidence

ORD record
ord-fc67ffc1239f4706884861bce6cb12db
Source dataset
uspto-grants-2004_04
Patent number
US06716851B2

Reaction notes

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