2,6-dichloro-N-(5-methyl-1H-pyrazol-3-yl)pyrimidin-4-amine → 6-Chloro-N2-[(1S)-1-(5-fluoropyrimidin-2-yl)ethyl]-N4-(5-methyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamine

HRID 415399Notes

Reaction equation

HRID 415399 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:13]=[C:12]([CH3:14])[NH:11][N:10]=2)[CH:5]=[C:4]([Cl:15])[N:3]=1.Cl.[F:17][C:18]1[CH:19]=[N:20][C:21]([C@@H:24]([NH2:26])[CH3:25])=[N:22][CH:23]=1>>[Cl:15][C:4]1[N:3]=[C:2]([NH:26][C@H:24]([C:21]2[N:22]=[CH:23][C:18]([F:17])=[CH:19][N:20]=2)[CH3:25])[N:7]=[C:6]([NH:8][C:9]2[CH:13]=[C:12]([CH3:14])[NH:11][N:10]=2)[CH:5]=1

Participants

3

Reactant 2

HCID 575560032,6-dichloro-N-(5-methyl-1H-pyrazol-3-yl)pyrimidin-4-amineHCID 66624037(S)-1-(5-Fluoropyrimidin-2-yl)ethanamine hydrochloride

Product 1

HCID 509938036-Chloro-N2-[(1S)-1-(5-fluoropyrimidin-2-yl)ethyl]-N4-(5-methyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamine

Procedure

Following a similar procedure to that of Example 9, the title compound was synthesized from 2,6-dichloro-N-(5-methyl-1H-pyrazol-3-yl)pyrimidin-4-amine (Method 17) and (5)-1-(5-fluoropyrimidin-2-yl)ethanamine hydrochloride (Method 7). m/z 348.

Sources & evidence

ORD record
ord-dc242424f50c4ff49f61c0766717b1dc
Source dataset
uspto-grants-2012_01
Patent number
US08088784B2

Reaction notes

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