1-[5-(4-Methylpiperazin-1-yl)-1,3,4-oxadiazol-2-yl]methanamine → 5-chloro-N4-[5-(dimethylphosphoryl)-3-methoxypyrazin-2-yl]-N2-{[5-(4-methylpiperazin-1-yl)-1,3,4-oxadiazol-2-yl]methyl}pyrimidine-2,4-diamine

HRID 921353Notes

Reaction equation

HRID 921353 reaction equation
N1(C2CCN(C3S[C:16]([NH:18][C:19]4[N:24]=[C:23]([NH:25][C:26]5[C:31]([O:32][CH3:33])=[N:30][C:29]([P:34]([CH3:37])([CH3:36])=[O:35])=[CH:28][N:27]=5)[C:22]([Cl:38])=[CH:21][N:20]=4)=NN=3)CC2)CCCCC1.[CH3:39][N:40]1[CH2:45][CH2:44][N:43]([C:46]2[O:50][C:49](CN)=[N:48][N:47]=2)[CH2:42][CH2:41]1>>[Cl:38][C:22]1[C:23]([NH:25][C:26]2[C:31]([O:32][CH3:33])=[N:30][C:29]([P:34]([CH3:36])([CH3:37])=[O:35])=[CH:28][N:27]=2)=[N:24][C:19]([NH:18][CH2:16][C:49]2[O:50][C:46]([N:43]3[CH2:44][CH2:45][N:40]([CH3:39])[CH2:41][CH2:42]3)=[N:47][N:48]=2)=[N:20][CH:21]=1

Participants

3

Reactant 2

HCID 242550921-[5-(4-Methylpiperazin-1-yl)-1,3,4-oxadiazol-2-yl]methanamineHCID 68165236N2-[5-(1,4'-bipiperidin-1'-yl)-1,3,4-thiadiazol-2-yl]-5-chloro-N4-[5-(dimethylphosphoryl)-3-methoxypyrazin-2-yl]pyrimidine-2,4-diamine

Product 1

HCID 681570985-chloro-N4-[5-(dimethylphosphoryl)-3-methoxypyrazin-2-yl]-N2-{[5-(4-methylpiperazin-1-yl)-1,3,4-oxadiazol-2-yl]methyl}pyrimidine-2,4-diamine

Procedure

This compound can be prepared as in Example 32 by reacting 2,5-dichloro-N-[5-(dimethylphosphoryl)-3-methoxypyrazin-2-yl]pyrimidin-4-amine (as described in Example 51) with 1-[5-(4-methylpiperazin-1-yl)-1,3,4-oxadiazol-2-yl]methanamine.

Workup

  1. customThis compound can be prepared as in Example 32

Sources & evidence

ORD record
ord-0b9eabe3438d478ab6580d17621b87d6
Source dataset
uspto-grants-2016_03
Patent number
US09273077B2

Reaction notes

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