HCID 68684790, compound → HCID 24809860, compound

HRID 1446160Notes

Reaction equation

[C:1]1([CH:7]2[CH2:11][CH2:10][N:9]([C:12]([C:14]3[CH:15]=[N:16][O:17][C:18]=3[C:19]3[CH:24]=[CH:23][C:22](I)=[CH:21][CH:20]=3)=[O:13])[CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cu][C:27]#[N:28]>CN1CCCC1=O>[C:1]1([CH:7]2[CH2:11][CH2:10][N:9]([C:12]([C:14]3[CH:15]=[N:16][O:17][C:18]=3[C:19]3[CH:24]=[CH:23][C:22]([C:27]#[N:28])=[CH:21][CH:20]=3)=[O:13])[CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

Conditions

Temperature: 150 °C

Procedure

A mixture of 4-[(3-phenylpyrrolidin-1-yl)carbonyl]-5-(4-iodophenyl)isoxazole (125 mg, 0.28 mmol) and copper(I) cyanide (101 mg, 1.13 mmol) in N-methylpyrrolidinone (5 mL) was stirred 150° C. for 2 h. Some material lost on work-up. The residue was purified on reversed phase HPLC to yield the title compound (5 mg). HRMS (ESI, pos. ion) m/z calcd for C21H17N3O2: 343.1321, found 343.1313.

Workup

customThe residue was purified on reversed phase HPLC

Sources & evidence

ORD record: ord-19ffbd0fccd246af9cc7786117a5eb8e
Source dataset: uspto-grants-2010_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07666888B2

Reaction notes

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