Sodium Iodide → HCID 11722689, compound

HRID 1823040Notes

Reaction equation

HRID 1823040 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:19][CH:18]([CH2:20]Cl)[CH2:17][C:16]2=[O:22])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C-:23]#[N:24].[Na+].[I-].[Na+]>CN(C)C=O>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[C:16](=[O:22])[CH2:17][CH:18]([CH2:20][C:23]#[N:24])[CH2:19]2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 5238Sodium IodideHCID 8929Sodium CyanideHCID 21920046HCID 21920046, compound

Product 1

HCID 11722689HCID 11722689, compoundYield 37%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

123 mg (0.39 mmol) (RS)-1-(4-benzyloxy-phenyl)-4-chloromethyl-pyrrolidin-2-one is dissolved in 2.5 ml N,N-dimethylformamide. After addition of 29 mg (0.58 mmol) sodium cyanide and 6 mg (0.04 mmol) sodium iodide, the mixture is hold at 120° C. for 15 min. Dilution with water and extraction with ethyl acetate yields 44 mg (37%) of a brownish solid. MS: m/e=307.3 (M+H)+.

Workup

  1. customat 120° C.
  2. customfor 15 min
  3. extractionDilution with water and extraction with ethyl acetate

Sources & evidence

ORD record
ord-71406e2b566647a59100c0b2b1c3b087
Source dataset
uspto-grants-2006_05
Patent number
US07037935B2

Reaction notes

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