n-(4-Acetylamino-benzyl)-2(2,2-dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-n-methoxy-acetamide → HCID 72395079, compound

HRID 2214616Notes

Reaction equation

HRID 2214616 reaction equation
[C:1]([NH:4][C:5]1[CH:25]=[CH:24][C:8]([CH2:9][N:10]([O:22][CH3:23])[C:11](=[O:21])[CH:12]=[C:13]2[C:17](=[O:18])[O:16][C:15](C)(C)[O:14]2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2]>CO>[CH3:15][O:16][C:17](=[O:18])[C:13]([OH:14])=[CH:12][C:11](=[O:21])[N:10]([CH2:9][C:8]1[CH:24]=[CH:25][C:5]([NH:4][C:1](=[O:3])[CH3:2])=[CH:6][CH:7]=1)[O:22][CH3:23]

Participants

3

Reactant 1

HCID 73855583n-(4-Acetylamino-benzyl)-2(2,2-dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-n-methoxy-acetamide

Product 1

HCID 72395079HCID 72395079, compoundYield 35%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-(4-Acetylaminobenzyl)-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 and gave the title ester as white crystals (35% yield); mp 125° C. 1HNMR 400 MHz (CDCl3) δ (ppm): 2.18 (3H, s, COCH3), 3.68 (3H, s, OCH3), 3.89 (3H, s, OCH3), 4.79 (2H, s, NCH2), 6.46 (1H, s, CH), 7.16 (1H broad s, NH), 7.29 (2H, d, J=8.6 Hz, aromatics), 7.48 (2H, d, J=8.6 Hz, aromatics). Anal. Calcd for C15H18N2O6: C, 55.89; H, 5.62; N, 8.69. Found: C, 55.95; H, 5.70; N, 8.59.

Workup

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

Sources & evidence

ORD record
ord-7bd719ca1dac4117b0f70bc14712ad76
Source dataset
uspto-grants-2006_09
Patent number
US07109186B2

Reaction notes

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