Dimethyl methoxymethylenemalonate → HCID 71284791, compound

HRID 1481681Notes

Reaction equation

CC([N:5]=[C:6]([C:10]1[CH:11]=[C:12]2[C:17](=[CH:18][CH:19]=1)[N:16]([CH3:20])[CH2:15][CH2:14][CH2:13]2)[CH2:7][CH2:8][CH3:9])(C)C.C[O:22][CH:23]=[C:24]([C:29]([O:31][CH3:32])=[O:30])[C:25](OC)=O>COCCOCCOC>[CH2:8]([C:7]1[CH:25]=[C:24]([C:29]([O:31][CH3:32])=[O:30])[C:23](=[O:22])[NH:5][C:6]=1[C:10]1[CH:11]=[C:12]2[C:17](=[CH:18][CH:19]=1)[N:16]([CH3:20])[CH2:15][CH2:14][CH2:13]2)[CH3:9]

Participants

Conditions

Temperature: 160 °C

Procedure

To a suspension of 2-methyl-N-(1-(1-methyl-1,2,3,4-tetrahydroquinolin-6-yl)butylidene)propan-2-amine (1.96 g, ca. 7.2 mmol) in diglyme (7 mL) was added dimethyl 2-(methoxymethylene)malonate (2.12 g, 12.2 mmol, 1.7 eq). The reaction was stirred at 160° C. for 3 h then was cooled to room temperature. The precipitate was collected by filtration then washed with Et2O to afford the title compound (402 mg, ca. 1.23 mmol) which was carried over to next step without further purification.

Workup

temperaturethen was cooled to room temperature
filtrationThe precipitate was collected by filtration
washthen washed with Et2O

Sources & evidence

ORD record: ord-25bf2ced89464f15b55c79841e0b3abd
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09409905B2

Reaction notes

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