Methyl malonyl chloride → HCID 67211214, compound

HRID 452142Notes

Reaction equation

[C:1]1([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:6]=[CH:5][CH:4]=[C:3]([NH:7][CH2:8][C:9]2[CH:26]=[CH:25][C:12]3/[C:13](=[CH:22]/[C:23]#[N:24])/[C:14]4[CH:21]=[CH:20][CH:19]=[CH:18][C:15]=4[CH2:16][CH2:17][C:11]=3[CH:10]=2)[CH:2]=1.Cl[C:34](=[O:40])[CH2:35][C:36]([O:38][CH3:39])=[O:37].C(=O)([O-])O.[Na+]>CN(C=O)C>[C:1]1([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:6]=[CH:5][CH:4]=[C:3]([N:7]([CH2:8][C:9]2[CH:26]=[CH:25][C:12]3/[C:13](=[CH:22]/[C:23]#[N:24])/[C:14]4[CH:21]=[CH:20][CH:19]=[CH:18][C:15]=4[CH2:16][CH2:17][C:11]=3[CH:10]=2)[C:34](=[O:40])[CH2:35][C:36]([O:38][CH3:39])=[O:37])[CH:2]=1

Participants

Conditions

Temperature: 0 °C

Procedure

[step 1] Compound 43 (200 mg, 0.49 mmol) obtained in Example 43 was dissolved in DMF (1 mL), and the mixture was cooled to 0° C. Methyl 3-chloro-3-oxopropanoate (99 mg, 0.73 mmol) was added, and the mixture was stirred at room temperature for 7 hr. To this mixture was added saturated aqueous sodium hydrogen carbonate solution (20 mL), and the precipitate was collected by filtration to give (E)-[2-(N-(biphenyl-3-yl)-3-methoxy-3-oxopropanamido)methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene]acetonitrile quantitatively.

Workup

filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record: ord-c73172055ab9441d9969d7c55e2f5cf0
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08486980B2

Reaction notes

Loading…