3-Methoxyaniline → HCID 9965865, compound

HRID 1765129Notes

Reaction equation

HRID 1765129 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.[CH3:15][O:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([NH2:23])[CH:18]=1>>[CH3:15][O:16][C:17]1[CH:18]=[C:19]([CH:20]=[CH:21][CH:22]=1)[NH:23][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 108243-MethoxyanilineHCID 27633954-Chloro-6-methyl-2-(pyridin-2-yl)pyrimidine

Product 1

HCID 9965865HCID 9965865, compound

Procedure

The title compound was prepared from 4-chloro-6-methyl-2-(2-pyridinyl)pyrimidine (100 mg, 0.486 mmol) and m-anisidine (55 μl, 0.486 mmol) similar to Example 13 as an tan oil (139 mg, 98%). 1HNMR (CDCl3): 8.78–8.75 (m, 1H), 8.45 (dt, J=1.2, 8.1 Hz, 1H), 7.78 (td, J=1.9, 7.8 Hz, 1H), 7.73 (s, 1H), 7.34–7.30 (m, 1H), 7.23 (t, J=8.1 Hz, 1H), 7.03 (t, J=2.1 Hz, 1H), 6.92 (dd, J=2.0, 7.7 Hz, 1H), 6.67 (dd, J=2.4, 8.1 Hz, 1H), 6.61 (s, 1H), 3.77 (s, 3H), 2.44 (s, 3H).

Sources & evidence

ORD record
ord-e867f48758d44c6abb05f5c9ec1faf1e
Source dataset
uspto-grants-2007_06
Patent number
US07226927B2

Reaction notes

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