Sodium Iodide → HCID 69784064, compound

HRID 1063376Notes

Reaction equation

HRID 1063376 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]([N:11]2[CH2:16][CH2:15][CH:14]([C:17]#[C:18][CH2:19][CH2:20][CH2:21]Cl)[CH2:13][CH2:12]2)=[O:10])=[CH:4][CH:3]=1.[Na+].[I-:24]>CC(=O)CC>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]([N:11]2[CH2:16][CH2:15][CH:14]([C:17]#[C:18][CH2:19][CH2:20][CH2:21][I:24])[CH2:13][CH2:12]2)=[O:10])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 69784695HCID 69784695, compound

Product 1

HCID 69784064HCID 69784064, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Conditions

Temperature
80 °C

Procedure

A solution of 733 mg (2.15 mmol) of 4-(5-Chloro-pent-1-ynyl)-piperidine-1-carboxylic acid 4-chloro-phenyl ester in 20 ml butan-2-one was treated with 650 mg of NaI (4.3 mmol) and heated at 80° C. for 48 h. Evaporation gave crude 4-(5-Iodo-pent-1-ynyl)-piperidine-1-carboxylic acid 4-chloro-phenyl ester, which was used directly for the next step, MS: 431 (M, 1Cl).

Workup

  1. customEvaporation

Sources & evidence

ORD record
ord-73bd69a4cb654c259826fdd15cc5d81e
Source dataset
uspto-grants-2005_11
Patent number
US06964974B2

Reaction notes

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