Maleic Acid → 1-(3-(tert-butyl)-1-(p-tolyl)-1H-pyrazol-5-yl)-3-(4-((2-((6-ethylpyrazin-2-yl)amino)pyridin-4-yl)methoxy)naphthalen-1-yl)urea maleate

HRID 63366Notes

Reaction equation

HRID 63366 reaction equation
[C:1]([C:5]1[CH:9]=[C:8]([NH:10][C:11]([NH:13][C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:17]([O:24][CH2:25][C:26]3[CH:31]=[CH:30][N:29]=[C:28]([NH:32][C:33]4[CH:38]=[N:37][CH:36]=[C:35]([CH2:39][CH3:40])[N:34]=4)[CH:27]=3)=[CH:16][CH:15]=2)=[O:12])[N:7]([C:41]2[CH:46]=[CH:45][C:44]([CH3:47])=[CH:43][CH:42]=2)[N:6]=1)([CH3:4])([CH3:3])[CH3:2].[C:48]([OH:55])(=[O:54])/[CH:49]=[CH:50]\[C:51]([OH:53])=[O:52]>C1COCC1>[C:48]([OH:55])(=[O:54])/[CH:49]=[CH:50]\[C:51]([OH:53])=[O:52].[C:1]([C:5]1[CH:9]=[C:8]([NH:10][C:11]([NH:13][C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:17]([O:24][CH2:25][C:26]3[CH:31]=[CH:30][N:29]=[C:28]([NH:32][C:33]4[CH:38]=[N:37][CH:36]=[C:35]([CH2:39][CH3:40])[N:34]=4)[CH:27]=3)=[CH:16][CH:15]=2)=[O:12])[N:7]([C:41]2[CH:42]=[CH:43][C:44]([CH3:47])=[CH:45][CH:46]=2)[N:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 444266Maleic AcidHCID 918276051-(3-(tert-butyl)-1-(p-tolyl)-1H-pyrazol-5-yl)-3-(4-((2-((6-ethylpyrazin-2-yl)amino)pyridin-4-yl)methoxy)naphthalen-1-yl)urea

Product 1

HCID 1183059601-(3-(tert-butyl)-1-(p-tolyl)-1H-pyrazol-5-yl)-3-(4-((2-((6-ethylpyrazin-2-yl)amino)pyridin-4-yl)methoxy)naphthalen-1-yl)urea maleate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1-(3-(tert-butyl)-1-(p-tolyl)-1H-pyrazol-5-yl)-3-(4-((2-((6-ethylpyrazin-2-yl)amino)pyridin-4-yl)methoxy)naphthalen-1-yl)urea was dissolved in THF (40 vol.) at 50° C. and 1 eq of maleic acid was added. The sample was left to mature between RT and 50° C. (4 h at each temperature) for 2 days. Solid material (Form 1) was isolated.

Workup

  1. customSolid material (Form 1) was isolated

Sources & evidence

ORD record
ord-71ee58a84f8c49449d160d095538bf41
Source dataset
uspto-grants-2016_09
Patent number
US09447076B2

Reaction notes

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