HCID 85435468, compound → HCID 72395067, compound

HRID 2214555Notes

Reaction equation

HRID 2214555 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:20]=[CH:21][CH:22]=1)[CH2:5][N:6]([O:18][CH3:19])[C:7](=[O:17])[CH:8]=[C:9]1[C:13](=[O:14])[O:12][C:11](C)(C)[O:10]1>CO>[CH3:11][O:12][C:13](=[O:14])[C:9]([OH:10])=[CH:8][C:7](=[O:17])[N:6]([CH2:5][C:4]1[CH:20]=[CH:21][CH:22]=[C:2]([F:1])[CH:3]=1)[O:18][CH3:19]

Participants

3

Reactant 1

HCID 85435468HCID 85435468, compound

Product 1

HCID 72395067HCID 72395067, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-(3-Fluorobenzyl)-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 (53% yield); mp 73–75° C. 1HNMR 400 MHz (CDCl3) δ (ppm): 3.71 (3H, s, OCH3), 3.90 (3H, s, OCH3), 4.82 (2H, s, NCH2), 6.47 (1H, s, CH), 6.98–7.34 (4H, m, aromatics). Anal. calcd for C13H14FNO5: C, 55.12; H, 4.98; N, 4.94. Found: C, 55.18; H, 5.04; N, 5.02.

Workup

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

Sources & evidence

ORD record
ord-1f8216895c7d442b81e50d18d8c1402b
Source dataset
uspto-grants-2006_09
Patent number
US07109186B2

Reaction notes

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