5-Methoxy-o-toluidine → HCID 10269280, compound

HRID 2084111Notes

Reaction equation

HRID 2084111 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:21]=[CH:22][C:23]([CH3:27])=[C:24]([CH:26]=1)[NH2:25]>>[CH3:18][O:19][C:20]1[CH:21]=[CH:22][C:23]([CH3:27])=[C:24]([CH:26]=1)[NH:25][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 995005-Methoxy-o-toluidineHCID 27953164-chloro-6-(methoxymethyl)-2-(3-methylphenyl)pyrimidine

Product 1

HCID 10269280HCID 10269280, compound

Procedure

The title compound was prepared from a mixture of 4-chloro-6-(methoxymethyl)-2-(3-methylphenyl)pyrimidine (50 mg, 0.201 mmol) and 5-methoxy-2-methylaniline (28 mg, 0.201 mmol) similar to Example 13. 1H NMR (CDCl3): 8.20-8.16 (m, 2H), 7.35 (t, J=7.5 Hz, 1H), 7.28 (s, 1H), 7.18 (s, 1H), 7.17 (d, J=8.1 Hz, 1H), 6.73 (dd, J=2.7, 8.4 Hz, 1H), 6.61 (s, 1H), 6.57 (s, 1H), 4.49 (s, 2H), 3.82 (s, 3H), 3.47 (s, 3H), 2.44 (s, 3H), 2.23 (s, 3H).

Sources & evidence

ORD record
ord-231491353e944503a1aff924c384b8a3
Source dataset
uspto-grants-2004_04
Patent number
US06716851B2

Reaction notes

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