Water → HCID 86227605, compound

HRID 1097604Notes

Reaction equation

HRID 1097604 reaction equation
[NH2:1][CH2:2][C:3]([CH3:6])([OH:5])[CH3:4].C(N(CC)CC)C.[Br:14][C:15]1[CH:24]=[C:23]2[C:18]([C:19](Cl)=[C:20]([N+:26]([O-:28])=[O:27])[C:21]([Cl:25])=[N:22]2)=[CH:17][CH:16]=1.O>CN(C=O)C>[Br:14][C:15]1[CH:24]=[C:23]2[C:18]([C:19]([NH:1][CH2:2][C:3]([CH3:6])([OH:5])[CH3:4])=[C:20]([N+:26]([O-:28])=[O:27])[C:21]([Cl:25])=[N:22]2)=[CH:17][CH:16]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 951022-Propanol, 1-amino-2-methyl-HCID 86227602HCID 86227602, compound

Product 1

HCID 86227605HCID 86227605, compoundYield 87.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1-Amino-2-methylpropan-2-ol (575 mg, 6.45 mmol) and triethylamine (889 mg, 8.79 mmol) were added to a solution of 7-bromo-2,4-dichloro-3-nitroquinoline (1.9 g, 5.9 mmol) in DMF (25 mL), and the reaction was stirred at room temperature for two hours and poured into water (750 mL). A precipitate formed and was isolated by filtration, washed with water (500 mL), and dried under vacuum for two hours to provide 1.94 g of 1-[(7-bromo-2-chloro-3-nitroquinolin-4-yl)amino]-2-methylpropan-2-ol as a yellow solid.

Workup

  1. customA precipitate formed
  2. customwas isolated by filtration
  3. washwashed with water (500 mL)
  4. customdried under vacuum for two hours

Sources & evidence

ORD record
ord-ce4dd6b153a34f949f425287ef3f1ced
Source dataset
uspto-grants-2012_03
Patent number
US08143270B2

Reaction notes

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