HCID 73855581, compound → HCID 72395085, compound

HRID 2214563Notes

Reaction equation

HRID 2214563 reaction equation
[Cl:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][N:7]([O:19][CH3:20])[C:8](=[O:18])[CH:9]=[C:10]2[C:14](=[O:15])[O:13][C:12](C)(C)[O:11]2)=[CH:4][CH:3]=1>CO>[CH3:12][O:13][C:14](=[O:15])[C:10]([OH:11])=[CH:9][C:8](=[O:18])[N:7]([CH2:6][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:22][CH:21]=1)[O:19][CH3:20]

Participants

3

Reactant 1

HCID 73855581HCID 73855581, compound

Product 1

HCID 72395085HCID 72395085, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-(4-Chlorobenzyl)-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 a white syrup (52% yield). 1HNMR 400 MHz (CDCl3) δ (ppm): 3.70 (3H, s, OCH3), 3.90 (3H, s, OCH3), 4.80 (2H, s, NCH2), 6.45 (1H, s, CH), 7.25–7.33 (4H, m, aromatics). Anal. calcd for C13H14ClNO5: C, 52.10; H, 4.71; N, 4.67. Found: C, 51.86; H, 4.68; N, 4.45.

Workup

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

Sources & evidence

ORD record
ord-e3375eb0080f4cc39d341ba6bee631b1
Source dataset
uspto-grants-2006_09
Patent number
US07109186B2

Reaction notes

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