2,5-dichloro-N-methylpyrimidin-4-amine → 4-(5-Chloro-4-(methylamino)pyrimidin-2-ylamino)-3-methoxy-N-methylbenzamide

HRID 1630349Notes

Reaction equation

HRID 1630349 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([NH:8][CH3:9])=[O:7])=[CH:4][C:3]=1[O:12][CH3:13].Cl[C:15]1[N:20]=[C:19]([NH:21][CH3:22])[C:18]([Cl:23])=[CH:17][N:16]=1>>[Cl:23][C:18]1[C:19]([NH:21][CH3:22])=[N:20][C:15]([NH:1][C:2]2[CH:11]=[CH:10][C:5]([C:6]([NH:8][CH3:9])=[O:7])=[CH:4][C:3]=2[O:12][CH3:13])=[N:16][CH:17]=1

Participants

3

Reactant 2

HCID 189812472,5-dichloro-N-methylpyrimidin-4-amineHCID 204444344-Amino-3-methoxy-N-methylbenzamide

Product 1

HCID 547560294-(5-Chloro-4-(methylamino)pyrimidin-2-ylamino)-3-methoxy-N-methylbenzamide

Procedure

4-(5-Chloro-4-(methylamino)pyrimidin-2-ylamino)-3-methoxy-N-methylbenzamide was prepared by the procedure described in Example 7 using 4-amino-3-methoxy-N-methylbenzamide and 2,5-dichloro-N-methylpyrimidin-4-amine. 1H NMR δ (ppm) (CDCl3): 8.58 (1H, d, J=8.4), 7.95-7.92 (1H, m), 7.70 (1H, s), 7.45 (1H, d, J=1.9), 6.09 (1H, s), 5.30 (1H, s), 4.03-3.95 (3H, m), 3.15-3.09 (3H, m), 3.02 (3H, t, J=4.8).

Sources & evidence

ORD record
ord-4358c8e49d2e4efdbf5731a80e9c0302
Source dataset
uspto-grants-2014_07
Patent number
US08791130B2

Reaction notes

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