Triethylamine → HCID 178505310, compound

HRID 374987Notes

Reaction equation

HRID 374987 reaction equation
C(N(CC)CC)C.[C:8]1([CH2:14][N:15]([CH2:34][C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[C:16]2[C:25]3[N:26]=[C:27]([CH2:29][O:30][CH2:31][CH2:32][OH:33])[NH:28][C:24]=3[C:23]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[N:17]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[CH3:41][S:42](Cl)(=[O:44])=[O:43]>C(Cl)Cl>[C:8]1([CH2:14][N:15]([CH2:34][C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[C:16]2[C:25]3[N:26]=[C:27]([CH2:29][O:30][CH2:31][CH2:32][O:33][S:42]([CH3:41])(=[O:44])=[O:43])[NH:28][C:24]=3[C:23]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[N:17]=2)[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 178521432HCID 178521432, compound

Product 1

HCID 178505310HCID 178505310, compoundYield 101.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Triethylamine (0.17 mL, 1.25 mmole) was added to a solution of N,N-bis(phenylmethyl)-2-(2-hydroxyethoxy)methyl-1H-imidazo[4,5-c]quinolin-4-amine (0.5 g, 1.14 mmole) in methylene chloride (20 mL). Methanesulfonyl chloride (0.09 mL, 1.14 mmole) was added and the reaction mixture was stirred at ambient temperature for 1 hour. The reaction mixture was diluted with methylene chloride, washed with water, dried over magnesium sulfate and then concentrated under vacuum to provide 0.6 g of N,N-bis(phenylmethyl)-2-(2-methylsulfonyloxyethoxy)methyl-1H-imidazo[4,5-c]quinolin-4-amine.

Workup

  1. washwashed with water
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-2e3173d7d6af47818b0232351f779838
Source dataset
uspto-grants-1996_01
Patent number
US05482936

Reaction notes

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