Dimethylformamide → HCID 86227722, compound

HRID 1097583Notes

Reaction equation

HRID 1097583 reaction equation
C(N(CC)CC)C.[Cl:8][C:9]1[C:18]([N+:19]([O-:21])=[O:20])=[C:17](Cl)[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]=1.CN(C=O)C.Cl.[F:29][C:30]([CH3:34])([CH3:33])[CH2:31][NH2:32]>O>[Cl:8][C:9]1[C:18]([N+:19]([O-:21])=[O:20])=[C:17]([NH:32][CH2:31][C:30]([F:29])([CH3:34])[CH3:33])[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 27851382,4-Dichloro-3-nitroquinolineHCID 552896302-Fluoro-2-methylpropan-1-amine hydrochloride

Product 1

HCID 86227722HCID 86227722, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Triethylamine (2.76 g, 27.3 mmol) was added to a mixture of 2,4-dichloro-3-nitroquinoline (André et al, U.S. Pat. No. 4,988,815, Example 2, 4.44 g, 18.2 mmol) and DMF (50 mL), and then 2-fluoro-2-methylpropan-1-amine hydrochloride (2.5 g, 20 mmol) was added. The reaction was stirred at room temperature overnight and then poured into water (500 mL). The resulting mixture was stirred for 15 minutes. A solid was present and was isolated by filtration to provide 4.8 g of 2-chloro-N-(2-fluoro-2-methylpropyl)-3-nitroquinolin-4-amine as a yellow solid.

Workup

  1. stirringThe resulting mixture was stirred for 15 minutes
  2. customwas isolated by filtration

Sources & evidence

ORD record
ord-d57f10bd3edc4b13b5d8637086681b4d
Source dataset
uspto-grants-2012_03
Patent number
US08143270B2

Reaction notes

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