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

HRID 1765140Notes

Reaction equation

HRID 1765140 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-18341b2036e54bf3ba5da0bedb45bdee
Source dataset
uspto-grants-2007_06
Patent number
US07226927B2

Reaction notes

Loading…