Triethylamine → HCID 19603383, compound

HRID 1604603Notes

Reaction equation

HRID 1604603 reaction equation
[Cl:1][C:2]1[C:20]([N:21]([C:23](=[O:26])[CH2:24][OH:25])[CH3:22])=[CH:19][CH:18]=[C:17]([Cl:27])[C:3]=1[CH2:4][O:5][C:6]1[CH:7]=[CH:8][CH:9]=[C:10]2[C:15]=1[N:14]=[C:13]([CH3:16])[CH:12]=[CH:11]2.C(N(CC)CC)C.[CH3:35][S:36](Cl)(=[O:38])=[O:37]>ClCCl>[Cl:1][C:2]1[C:20]([N:21]([C:23](=[O:26])[CH2:24][O:25][S:36]([CH3:35])(=[O:38])=[O:37])[CH3:22])=[CH:19][CH:18]=[C:17]([Cl:27])[C:3]=1[CH2:4][O:5][C:6]1[CH:7]=[CH:8][CH:9]=[C:10]2[C:15]=1[N:14]=[C:13]([CH3:16])[CH:12]=[CH:11]2

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 19603298HCID 19603298, compound

Product 1

HCID 19603383HCID 19603383, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 8-[2,6-dichloro-3-(N-hydroxyacetyl-N-methylamino)benzyloxy]-2-methylquinoline (200 mg) and triethylamine (99.9 mg) in dry dichloromethane (2 ml) was added methanesulfonyl chloride (62.2 ml) under ice-cooling, and the mixture was stirred for 30 minutes. The mixture was washed with water, saturated sodium bicarbonate solution and brine,dried over magnesium sulfate and concentrated in vacuo to give 8-[2,6-dichloro-3-(N-methanesulfonyloxyacetyl-N-methylamino)benzyloxy]-2-methylquinoline (220 mg) as colorless amorphous.

Workup

  1. temperaturecooling
  2. washThe mixture was washed with water, saturated sodium bicarbonate solution and brine,dried over magnesium sulfate
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-69d412913bba44a2933cc7f4140b3baa
Source dataset
uspto-grants-1999_11
Patent number
US05994368

Reaction notes

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