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Isopropylamine → 1-(3-Chloro-2-pyridinyl)-N-[2,4-dichloro-6-[[(1-methylethyl)amino]carbonyl]phenyl]-3-[(methylsulfonyl)oxy]-1H-pyrazole-5-carboxamide

HRID 1445541
Notes
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Reaction equation

HRID 1445541 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([Cl:30])[C:5]2[N:10]=[C:9]([C:11]3[N:15]([C:16]4[C:21]([Cl:22])=[CH:20][CH:19]=[CH:18][N:17]=4)[N:14]=[C:13]([O:23][S:24]([CH3:27])(=[O:26])=[O:25])[CH:12]=3)[O:8][C:7](=[O:28])[C:6]=2[CH:29]=1.[CH:31]([NH2:34])([CH3:33])[CH3:32]>C(#N)C>[Cl:22][C:21]1[C:16]([N:15]2[C:11]([C:9]([NH:10][C:5]3[C:6]([C:7]([NH:34][CH:31]([CH3:33])[CH3:32])=[O:28])=[CH:29][C:2]([Cl:1])=[CH:3][C:4]=3[Cl:30])=[O:8])=[CH:12][C:13]([O:23][S:24]([CH3:27])(=[O:26])=[O:25])=[N:14]2)=[N:17][CH:18]=[CH:19][CH:20]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 866026636,8-dichloro-2-[1-(3-chloro-2-pyridinyl)-3-[(methylsulfonyl)oxy]-1H-pyrazol-5-yl]-4H-3,1-benzoxazin-4-one2×

Product 1

HCID 866026641-(3-Chloro-2-pyridinyl)-N-[2,4-dichloro-6-[[(1-methylethyl)amino]carbonyl]phenyl]-3-[(methylsulfonyl)oxy]-1H-pyrazole-5-carboxamide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 6,8-dichloro-2-[1-(3-chloro-2-pyridinyl)-3-[(methylsulfonyl)oxy]-1H-pyrazol-5-yl]-4H-3,1-benzoxazin-4-one (i.e. the product of Example 1, step D) (0.05 g, 0.10 mmol) in acetonitrile (3 mL) was added isopropylamine (0.5 mL, 5.87 mmol) dropwise. The resulting solution was stirred at room temperature overnight. The reaction was concentrated to dryness to yield 0.038 g of the title compound, a compound of present invention, as a white solid.

Workup

  1. concentrationThe reaction was concentrated to dryness

Sources & evidence

ORD record
ord-bcee8fc4cdc14101892c9f04033e05f0
Source dataset
uspto-grants-2010_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07666882B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes