Triethylamine → 2-(3-oxo-3H-isobenzofuran-1-ylidenemethyl)-isonicotinonitrile

HRID 1445709Notes

Reaction equation

COP([CH:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9](=[O:16])[O:8]1)(=O)OC.[CH:17]([C:19]1[CH:20]=[C:21]([CH:24]=[CH:25][N:26]=1)[C:22]#[N:23])=O.C(N(CC)CC)C>C1COCC1>[O:16]=[C:9]1[C:10]2[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:7](=[CH:17][C:19]2[CH:20]=[C:21]([CH:24]=[CH:25][N:26]=2)[C:22]#[N:23])[O:8]1

Participants

Conditions

Temperature: 0 °C

Procedure

To a cooled suspension (ca 0° C.) of [(3-Oxo-1,3-dihydro-isobenzofuran-1-yl)-phosphonic acid dimethyl ester]phosphonate (i)(8.0 g, 33.0 mmol) in THF (400 mL) was added crude 2-formyl-isonicotinonitrile (iid)(30.0 mmol) followed by triethylamine (6.2 mL, 33.0 mmol). The mixture was stirred for 30 minutes at 0° C. and then allowed to warm overnight.

Workup

temperatureto warm overnight

Sources & evidence

ORD record: ord-194bf36fee024b0aa0d0823d90e9b305
Source dataset: uspto-grants-2010_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07666870B2

Reaction notes

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