n-(4-Cyano-benzyl)-2-(2,2-dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-n-methoxy-acetamide → HCID 86760253, compound

HRID 2214611Notes

Reaction equation

HRID 2214611 reaction equation
[C:1]([C:3]1[CH:23]=[CH:22][C:6]([CH2:7][N:8]([O:20][CH3:21])[C:9](=[O:19])[CH:10]=[C:11]2[C:15](=[O:16])[O:14][C:13](C)(C)[O:12]2)=[CH:5][CH:4]=1)#[N:2]>CO>[CH3:13][O:14][C:15](=[O:16])[C:11]([OH:12])=[CH:10][C:9](=[O:19])[N:8]([CH2:7][C:6]1[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:23][CH:22]=1)[O:20][CH3:21]

Participants

3

Reactant 1

HCID 73855565n-(4-Cyano-benzyl)-2-(2,2-dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-n-methoxy-acetamide

Product 1

HCID 86760253HCID 86760253, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-(4-Cyanobenzyl)-2-(2,2-dimethyl-5-oxo-[1,3]-dioxolan-4-ylidene)-N-methoxy-acetamide was treated with methanol as described in the preparation of Compound 44-D gave the title ester as white crystals (52% yield); mp 110° C. 1HNMR 400 MHz (CDCl3) δ (ppm): 3.73 (3H, s, OCH3), 3.90 (3H, s, OCH3), 4.88 (2H, s, NCH2), 6.47 (1H, s, CH), 7.43 (2H, d, J=8.6 Hz, aromatics), 7.64 (2H, d, J=8.6 Hz, aromatics). Anal. calcd for C14H14N2O5: C, 57.93; H, 4.86; N, 9.65. Found: C, 57.87; H, 4.80; N, 9.67.

Workup

  1. customas described in the preparation of Compound 44-D

Sources & evidence

ORD record
ord-c86b14414940451899cbd9bedaf5ef4c
Source dataset
uspto-grants-2006_09
Patent number
US07109186B2

Reaction notes

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