Potassium Iodide → HCID 68836373, compound

HRID 747789Notes

Reaction equation

[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@@H:9]1[CH2:13]Cl)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH:15][C:16]1[CH:17]=[C:18]([CH:21]=[CH:22][CH:23]=1)[C:19]#[N:20].[I-].[K+].C(=O)([O-])[O-].[K+].[K+]>C[N-]C.C(OCC)(=O)C>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@@H:9]1[CH2:13][O:15][C:16]1[CH:23]=[CH:22][CH:21]=[C:18]([C:19]#[N:20])[CH:17]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

Conditions

Temperature: 90 °C

Procedure

430 mg (2 mmol) of 1-t-butoxycarbonyl-(2R)-2-chloromethyl pyrrolidine was dissolved in 5 ml of dimethylamide, and 238 mg (2 mmol) of 3-hydroxy benzonitrile, 500 mg (3 mmol) of potassium iodide, and 414 mg (3 mmol) of potassium carbonate were added thereto and stirred at 90° C. for 3 days. The reaction mixture was treated in an ordinary manner with ethyl acetate as the extractant, and the resulting residue was purified by silica gel column chromatography to obtain the title compound.

Workup

customwas purified by silica gel column chromatography

Sources & evidence

ORD record: ord-5319edb120b142f98aa8b1fa45921010
Source dataset: uspto-grants-2008_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07396844B1

Reaction notes

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