4-Bromo-3-methylaniline → HCID 59254888, compound

HRID 639361Notes

Reaction equation

HRID 639361 reaction equation
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([OH:12])[CH:8]=2)[N:3]=1.[Br:13][C:14]1[CH:20]=[CH:19][C:17]([NH2:18])=[CH:16][C:15]=1[CH3:21].C(N(C(C)C)CC)(C)C>C(O)C>[Br:13][C:14]1[CH:20]=[CH:19][C:17]([NH:18][C:2]2[CH:11]=[CH:10][C:9]3[C:4](=[CH:5][CH:6]=[C:7]([OH:12])[CH:8]=3)[N:3]=2)=[CH:16][C:15]=1[CH3:21]

Participants

5

Reactant 3

HCID 233594-Bromo-3-methylanilineHCID 81531DiisopropylethylamineHCID 221325772-Chloroquinolin-6-ol

Product 1

HCID 59254888HCID 59254888, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The mixture containing 2-chloroquinolin-6-ol (1eq), 4-bromo3-methylaniline (2 eq) and diisopropylethylamine in ethanol (1 M) was refluxed overnight. The resultant mixture was concentrated and purified on silica gel to provide the desired product. The mixture containing 2-chloroquinolin-6-ol (1 eq), 4-bromo3-methylaniline (2 eq) and diisopropylethylamine in ethanol (1M) was refluxed overnight. The resultant mixture was concentrated and purified on silica gel to provide the desired product.

Workup

  1. temperaturewas refluxed overnight
  2. concentrationThe resultant mixture was concentrated
  3. custompurified on silica gel

Sources & evidence

ORD record
ord-5de45b05ab1c4f10850e38d3c1751441
Source dataset
uspto-grants-2010_04
Patent number
US07691866B2

Reaction notes

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