3-Ethylaniline → HCID 22732531, compound

HRID 1765144Notes

Reaction equation

HRID 1765144 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.[CH2:15]([C:17]1[CH:18]=[C:19]([CH:21]=[CH:22][CH:23]=1)[NH2:20])[CH3:16]>>[CH2:15]([C:17]1[CH:18]=[C:19]([CH:21]=[CH:22][CH:23]=1)[NH:20][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)[CH3:16]

Participants

3

Reactant 2

HCID 114753-EthylanilineHCID 27633954-Chloro-6-methyl-2-(pyridin-2-yl)pyrimidine

Product 1

HCID 22732531HCID 22732531, compound

Procedure

The title compound was prepared from 4-chloro-6-methyl-2-(2-pyridinyl)pyrimidine (50 mg, 0.243 mmol) and 3-ethylaniline (60 μl, 0.243 mmol) similar to Example 13 and isolated as an tan oil (69 mg, 98%). 1H NMR (CDCl3): 8.81–8.79 (m, 1H), 8.48–8.45 (m, 1H), 7.84–7.78 (m, 1H), 7.42 (s, 1H), 7.37–7.29 (m, 2H), 7.18 (s, 1H), 7.16 (d, J=1.5 Hz, 1H), 7.02 (d, J=7.8 Hz, 1H), 6.61 (s, 1H), 2.66 (q, J=7.5 Hz, 2H), 2.47 (s, 3H), 1.25 (t, J=7.5 Hz, 3H).

Sources & evidence

ORD record
ord-b1d0e511ab834105b2fe4d921bacf443
Source dataset
uspto-grants-2007_06
Patent number
US07226927B2

Reaction notes

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