Triethylamine → HCID 21193990, compound

HRID 1531757Notes

Reaction equation

HRID 1531757 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-pyrrolidin-1-yl-propan-1-one in 20 ml of tetrahydrofuran was mixed with 1.3 ml of (9.3 mmol) of triethylamine at room temperature. Subsequently, 0.27 ml (3.5 mmol) of methanesulfonylchloride were dropped to the reaction mixture at 2-5° C. The formed precipitate was filtered after 2 hours at room temperature and the filtrate evaporated down. The raw product was further processed without purification.

Workup

  1. filtrationThe formed precipitate was filtered after 2 hours at room temperature
  2. customthe filtrate evaporated down
  3. customThe raw product was further processed without purification

Sources & evidence

ORD record
ord-97a2b00c5e8544979b01413387b42067
Source dataset
uspto-grants-2001_03
Patent number
US06200976B1

Reaction notes

Loading…