3-Ethoxyaniline → HCID 22732499, compound

HRID 2084084Notes

Reaction equation

HRID 2084084 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][CH2:16][O:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([NH2:24])[CH:19]=1>>[CH2:16]([O:17][C:18]1[CH:19]=[C:20]([CH:21]=[CH:22][CH:23]=1)[NH:24][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]

Participants

3

Reactant 2

HCID 121203-EthoxyanilineHCID 27633954-Chloro-6-methyl-2-(pyridin-2-yl)pyrimidine

Product 1

HCID 22732499HCID 22732499, compound

Procedure

The title compound was prepared from 4-chloro-6-methyl-2-(2-pyridinyl)pyrimidine (100 mg, 0.486 mmol) and m-phenetidine (65 μl, 0.486 mmol) similar to Example 11 and isolated as a light tan solid (116 mg, 78%). 1H NMR (CDCl3): 8.86-8.83 (m, 1H), 8.50 (d, J=8.1 Hz, 1H), 7.89-7.83 (m, 1H), 7.42-7.38 (m, 1H), 7.35-7.30 (m, 1H), 7.09 (s, 1H), 6.96-6.84 (m, 2H), 6.76 (d, J=3.3 Hz, 1H), 6.71 (s, 1H), 4.09 (q, J=7.2 Hz, 2H), 2.53 (s, 3H), 1.47 (t, J=7.1 Hz, 3H).

Sources & evidence

ORD record
ord-dbfd90c9264f4242b15d072a49771f10
Source dataset
uspto-grants-2004_04
Patent number
US06716851B2

Reaction notes

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