2,5-Dimethoxyaniline → HCID 22732485, compound

HRID 2084096Notes

Reaction equation

HRID 2084096 reaction equation
Cl[C:2]1[CH:7]=[C:6]([CH2:8][O:9][CH3:10])[N:5]=[C:4]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([CH3:17])[CH:12]=2)[N:3]=1.[CH3:18][O:19][C:20]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][C:21]=1[NH2:22]>>[CH3:18][O:19][C:20]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][C:21]=1[NH:22][C:2]1[CH:7]=[C:6]([CH2:8][O:9][CH3:10])[N:5]=[C:4]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([CH3:17])[CH:12]=2)[N:3]=1

Participants

3

Reactant 2

HCID 76132,5-DimethoxyanilineHCID 27953164-chloro-6-(methoxymethyl)-2-(3-methylphenyl)pyrimidine

Product 1

HCID 22732485HCID 22732485, compound

Procedure

The title compound was prepared from a mixture of 4-chloro-6-(methoxymethyl)-2-(3-methylphenyl) pyrimidine (100 mg, 0.402 mmol) and 2,5-dimethoxyaniline (62 mg, 0.402 mmol) similar to Example 13 and isolated as a pale white solid (65 mg, 45%). 1H NMR (CDCl3): 8.30 (d, J=3.0 Hz, 1H), 8.26-8.23 (m, 2H), 7.37-7.25 (m, 3H), 6.81 (d, J=9.0 Hz, 1H), 6.73 (s, 1H), 6.55 (dd, J=3.0, 8.7 Hz, 1H), 4.52 (d, J=0.9 Hz, 2H), 3.87 (s, 3H), 3.83 (s, 3H), 3.51 (s, 3H), 2.42 (s, 3H).

Sources & evidence

ORD record
ord-4254b053a5c143d483bf962d62c59724
Source dataset
uspto-grants-2004_04
Patent number
US06716851B2

Reaction notes

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