Triethylamine → HCID 21193990, compound

HRID 1357809Notes

Reaction equation

HRID 1357809 reaction equation
[CH2:1]([N:8]([CH3:29])[C:9]1[CH:14]=[CH:13][C:12]([C:15]([CH3:25])([CH2:23][OH:24])[C:16]([N:18]2[CH2:22][CH2:21][CH2:20][CH2:19]2)=[O:17])=[CH:11][C:10]=1[N+:26]([O-:28])=[O:27])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH3:37][S:38](Cl)(=[O:40])=[O:39]>O1CCCC1>[CH2:1]([N:8]([CH3:29])[C:9]1[CH:14]=[CH:13][C:12]([C:15]([CH3:25])([CH2:23][O:24][S:38]([CH3:37])(=[O:40])=[O:39])[C:16]([N:18]2[CH2:19][CH2:20][CH2:21][CH2:22]2)=[O:17])=[CH:11][C:10]=1[N+:26]([O-:28])=[O:27])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 18188148HCID 18188148, compound

Product 1

HCID 21193990HCID 21193990, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 1.2 g (3.0 mmol) of 2-[4-(N-benzyl-methylamino)-3-nitro-phenyl]-2-methyl-3-hydroxy-1-pyrrolidino-propan-1-one in 20 ml of tetrahydrofuran is combined at room temperature with 1.3 ml of (9.3 mmol) of triethylamine. Then 0.27 ml (3.5 mmol) of methanesulphonylchloride are added dropwise at 2-5° C. After 2 hours at room temperature the precipitate formed is suction filtered and the filtrate is concentrated by evaporation. The crude product is reacted further without purification.

Workup

  1. customAfter 2 hours at room temperature the precipitate formed
  2. filtrationfiltered
  3. concentrationthe filtrate is concentrated by evaporation
  4. customThe crude product is reacted further without purification

Sources & evidence

ORD record
ord-d63944b16ecd4239ae9946d1626d873d
Source dataset
uspto-grants-2003_07
Patent number
US06593355B2

Reaction notes

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