HCID 73855551, compound → HCID 72395073, compound

HRID 2214635Notes

Reaction equation

HRID 2214635 reaction equation
[CH3:1][N:2]([CH3:27])[C:3]([CH2:5][O:6][N:7]([CH2:19][C:20]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=1)[C:8](=[O:18])[CH:9]=[C:10]1[C:14](=[O:15])[O:13][C:12](C)(C)[O:11]1)=[O:4]>CO>[CH3:12][O:13][C:14](=[O:15])[C:10]([OH:11])=[CH:9][C:8](=[O:18])[N:7]([O:6][CH2:5][C:3](=[O:4])[N:2]([CH3:27])[CH3:1])[CH2:19][C:20]1[CH:21]=[CH:22][C:23]([F:26])=[CH:24][CH:25]=1

Participants

3

Reactant 1

HCID 73855551HCID 73855551, compound

Product 1

HCID 72395073HCID 72395073, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-Dimethylcarbamoylmethoxy-2-(2,2-dimethyl-5-oxo-[1,3]-dioxolan-4-ylidene)-N-(4-fluorobenzyl)-acetamide was treated with methanol as described in the preparation of Compound 44-D and gave the title ester as white crystals (54% yield); mp 133–135° C. 1HNMR 400 MHz (CDCl3) δ (ppm): 2.9 (3H, s, NCH3), 2.98 (3H, s, NCH3), 3.91 (3H, s, OCH3), 4.54 (2H, s, CH2), 4.96 (2H, s, CH2), 6.52 (1H, s, CH), 7.06 (2H, m, aromatics), 7.39 (2H, m, aromatics), 13.38 (1H, broad s, OH). Anal. calcd for Cl6H19FN2O6: C, 54.24; H, 5.40; N, 7.90. Found: C, 53.62; H, 5.40; N, 7.79.

Workup

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

Sources & evidence

ORD record
ord-e5a9f0c21698472a8eb2c6925a6cd60c
Source dataset
uspto-grants-2006_09
Patent number
US07109186B2

Reaction notes

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