2-Methoxy-4-(4-(4-methylpiperazin-1-yl)piperidin-1-yl)aniline → HCID 67052720, compound

HRID 921409Notes

Reaction equation

HRID 921409 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([P:15]([CH3:18])([CH3:17])=[O:16])=[CH:11][C:10]=2[S:19]([CH:22]([CH3:24])[CH3:23])(=[O:21])=[O:20])[CH:3]=1.[CH3:25][O:26][C:27]1[CH:33]=[C:32]([N:34]2[CH2:39][CH2:38][CH:37]([N:40]3[CH2:45][CH2:44][N:43]([CH3:46])[CH2:42][CH2:41]3)[CH2:36][CH2:35]2)[CH:31]=[CH:30][C:28]=1[NH2:29]>COCCO>[CH3:17][P:15]([C:12]1[CH:13]=[CH:14][C:9]([NH:8][C:4]2[CH:3]=[C:2]([NH:29][C:28]3[CH:30]=[CH:31][C:32]([N:34]4[CH2:39][CH2:38][CH:37]([N:40]5[CH2:41][CH2:42][N:43]([CH3:46])[CH2:44][CH2:45]5)[CH2:36][CH2:35]4)=[CH:33][C:27]=3[O:26][CH3:25])[N:7]=[CH:6][N:5]=2)=[C:10]([S:19]([CH:22]([CH3:24])[CH3:23])(=[O:21])=[O:20])[CH:11]=1)([CH3:18])=[O:16]

Participants

4

Reactant 2

HCID 457899912-Methoxy-4-(4-(4-methylpiperazin-1-yl)piperidin-1-yl)anilineHCID 86668816HCID 86668816, compound

Product 1

HCID 67052720HCID 67052720, compound

Reagents, catalysts & solvents 1

HCID 80192-MethoxyethanolSolvent

Procedure

To the compound 6-chloro-N-[4-(dimethylphosphoryl)-2-(propan-2-ylsulfonyl)phenyl]pyrimidin-4-amine (0.16 mmol) in 1 mL of 2-methoxyethanol is added 2-methoxy-4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]aniline (prepared in Example 75: 0.71 g, 0.16 mmol). The mixture is stirred at 110° C. until formation of the desired compound. The mixture is basified with saturated sodium bicarbonate solution and extracted with limited amount of ethyl acetate. The compound can be purified by chromatography.

Sources & evidence

ORD record
ord-db9e4dddd28a4442abce73eff4dc2157
Source dataset
uspto-grants-2016_03
Patent number
US09273077B2

Reaction notes

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