N,N-dimethyl-m-phenylenediamine → HCID 9836125, compound

HRID 1765147Notes

Reaction equation

HRID 1765147 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][N:16]([CH3:24])[C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([NH2:23])[CH:18]=1>>[CH3:15][N:16]([CH3:24])[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 76084N,N-dimethyl-m-phenylenediamineHCID 27633954-Chloro-6-methyl-2-(pyridin-2-yl)pyrimidine

Product 1

HCID 9836125HCID 9836125, compound

Procedure

The title compound was prepared from a mixture of 4-chloro-6-methyl-2-(2-pyridinyl)pyrimidine (50 mg, 0.243 mmol) and N,N-dimethyl-m-phenylenediamine (51 mg, 0.243 mmol) similar to Example 13 and isolated as a dark green oil (49 mg, 66%). 1H NMR (CDCl3): 8.82–8.79 (m, 1H), 8.47 (d, J=7.8 Hz, 1H), 7.84–7.78 (m, 1H), 7.37–7.21 (m, 3H), 6.68–6.66 (m, 3H), 6.58–6.54 (m, 1H), 2.96 (s, 6H), 2.46 (s, 3H).

Sources & evidence

ORD record
ord-005e3396bf11475fbcf70135a1b5d9ef
Source dataset
uspto-grants-2007_06
Patent number
US07226927B2

Reaction notes

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