Pyrrolidine → HCID 58474617, compound

HRID 1400871Notes

Reaction equation

HRID 1400871 reaction equation
[F:1][C:2]1[CH:26]=[C:25]([N+:27]([O-:29])=[O:28])[CH:24]=[CH:23][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]2[CH:11]=[C:12]([C:14]3[N:15]([CH3:22])[C:16]([C:19](Cl)=[O:20])=[CH:17][N:18]=3)[S:13][C:6]=12.[NH:30]1[CH2:34][CH2:33][CH2:32][CH2:31]1>C(Cl)Cl>[F:1][C:2]1[CH:26]=[C:25]([N+:27]([O-:29])=[O:28])[CH:24]=[CH:23][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]2[CH:11]=[C:12]([C:14]3[N:15]([CH3:22])[C:16]([C:19]([N:30]4[CH2:34][CH2:33][CH2:32][CH2:31]4)=[O:20])=[CH:17][N:18]=3)[S:13][C:6]=12

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 58474813HCID 58474813, compound

Product 1

HCID 58474617HCID 58474617, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A suspension of the acyl chloride 219 (700 mg, 1.617 mmol) and pyrrolidine (0.3 mL, 3.63 mmol) in DCM (50 mL) was stirred at room temperature overnight. The reaction mixture was concentrated. The residue was triturated with ether to give title compound 220 (756 mg, 1.617 mmol, 100% yield) as beige solid. MS: 468.3 (MH+).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customThe residue was triturated with ether

Sources & evidence

ORD record
ord-e664498e7da845cf97d4ca9a5ac611cb
Source dataset
uspto-grants-2014_12
Patent number
US08906852B2

Reaction notes

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