Triethylamine → HCID 22466855, compound

HRID 1934815Notes

Reaction equation

HRID 1934815 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].C(N(CC)CC)C.[NH2:13][CH2:14][C:15]1[CH:47]=[CH:46][CH:45]=[CH:44][C:16]=1[CH2:17][N:18]1[C:22]([CH3:33])([C:23]2[C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[CH:26]=[CH:25][CH:24]=2)[C:21](=[O:34])[N:20]([CH2:35][CH2:36][CH2:37][N:38]2[CH:42]=[CH:41][N:40]=[CH:39]2)[C:19]1=[O:43]>ClCCl>[N:38]1([CH2:37][CH2:36][CH2:35][N:20]2[C:21](=[O:34])[C:22]([CH3:33])([C:23]3[C:32]4[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=4)[CH:26]=[CH:25][CH:24]=3)[N:18]([CH2:17][C:16]3[CH:44]=[CH:45][CH:46]=[CH:47][C:15]=3[CH2:14][NH:13][S:2]([CH3:1])(=[O:4])=[O:3])[C:19]2=[O:43])[CH:42]=[CH:41][N:40]=[CH:39]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 22466816HCID 22466816, compound

Product 1

HCID 22466855HCID 22466855, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.02 ml (0.24 mmol) of methansulfonyl chloride was added to 10 ml dichloromethane solution of 0.06 ml (0.4 mmol) of triethylamine and 0.10 g (0.2 mmol) of 1-(2-aminomethyl-benzyl)-3-(3-imidazol-1-yl-propyl)-5-methyl-5-naphthalen-1-yl-imidazolidin-2,4-dione prepared in Example 35-1) at 0° C. After stirring for 1 hour at room temperature, it was washed with saturated potassium carbonate solution and saturated sodium chloride solution sequentially. After removal of dichloromethane, chromatography using a solvent mixture of methanol-dichloromethane (7:93) as the eluent was carried out to obtain 0.1 g (0.18 mmol, Yield: 87%) of the title compound.

Workup

  1. washit was washed with saturated potassium carbonate solution and saturated sodium chloride solution sequentially
  2. customAfter removal of dichloromethane, chromatography
  3. additiona solvent mixture of methanol-dichloromethane (7:93) as the eluent

Sources & evidence

ORD record
ord-3b76ab340e6245cf90059130f2a97de6
Source dataset
uspto-grants-2002_05
Patent number
US06384061B1

Reaction notes

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