1,2-Dichlorobenzene → HCID 86692592, compound

HRID 1748653Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([CH3:13])=[C:11]([C:14]([NH:16][C:17]3[CH:18]=[N:19][C:20]([C:23]4([C:30]#[N:31])[CH2:28][CH2:27][CH:26]([OH:29])[CH2:25][CH2:24]4)=[CH:21][CH:22]=3)=[O:15])[CH:10]=[N:9]2)=[CH:4][CH:3]=1.[C:32]1(=[O:38])[O:37][C:35](=[O:36])[CH2:34][CH2:33]1.ClC1C=CC=CC=1Cl>O.C1(C)C=CC(S(O)(=O)=O)=CC=1.O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([CH3:13])=[C:11]([C:14]([NH:16][C:17]3[CH:22]=[CH:21][C:20]([C:23]4([C:30]#[N:31])[CH2:24][CH2:25][CH:26]([O:29][C:32](=[O:38])[CH2:33][CH2:34][C:35]([OH:37])=[O:36])[CH2:27][CH2:28]4)=[N:19][CH:18]=3)=[O:15])[CH:10]=[N:9]2)=[CH:4][CH:3]=1

Participants

Conditions

Temperature: 150 °C

Procedure

1-(4-Chlorophenyl)-N-[6-(1-cyano-4-hydroxycyclohexyl)pyridin-3-yl]-5-methyl-1H-pyrazole-4-carboxamide (0.42 g), succinic anhydride (0.11 g) and p-toluenesulfonic acid hydrate (5 mg) were added to 1,2-dichlorobenzene (4 ml) and stirred at 150° C. for seven hours. The reaction solution was treated with water and the precipitated solid was recrystallized from aqueous isopropanol to give the titled compound (0.21 g).

Workup

customthe precipitated solid was recrystallized from aqueous isopropanol

Sources & evidence

ORD record: ord-0894c1a79ff1417bb6cdc394c8d2f75a
Source dataset: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09150555B2

Reaction notes

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