Potassium Carbonate → HCID 92042867, compound

HRID 1754234Notes

Reaction equation

[CH3:1][NH:2][CH2:3][CH2:4][CH2:5][C:6]1([C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)[C:10]2[CH:11]=[CH:12][C:13]([C:15]#[N:16])=[CH:14][C:9]=2CO1.Cl.[C:25]1([C:31](=[NH:34])OC)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.[C:35](=[O:38])([O-])[O-].[K+].[K+]>CN1CCCC1=O>[C:15]([C:13]1[CH:14]=[CH:9][C:10]2[C:6]([CH2:5][CH2:4][CH2:3][N:2]([CH3:1])[C:31]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[NH:34])([C:17]3[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=3)[O:38][CH2:35][C:11]=2[CH:12]=1)#[N:16]

Participants

Conditions

Temperature: 80 °C

Procedure

A mixture of 0.350 g (1.13 mmol) of 1-[3-(methylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile (Preparation 1) and methyl benzenecarboximidoate hydrochloride (0.213 g, 1.24 mmol, 1.1 equiv.) in 0.7 mL of N-methyl-pyrrolidinone was treated with potassium carbonate (0.11 g, 0.79 mmol, 0.7 equiv.) and heated to 80° C. for 15 hr. The solvent was then removed and the crude product purified by column chromatography to give the title compound 0.096 g (19%) as a white solid.

Workup

customThe solvent was then removed
customthe crude product purified by column chromatography

Sources & evidence

ORD record: ord-8a5b7f12db634b3ab71ec7cb74156ec1
Source dataset: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09169237B1

Reaction notes

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