HCID 87937840, compound → HCID 72395071, compound

HRID 2214573Notes

Reaction equation

HRID 2214573 reaction equation
C[C:2]1(C)[O:6][C:5](=[CH:7][C:8]([N:10]([O:19][CH2:20][CH3:21])[CH2:11][C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)=[O:9])[C:4](=[O:22])[O:3]1>CO>[CH3:2][O:3][C:4](=[O:22])[C:5]([OH:6])=[CH:7][C:8](=[O:9])[N:10]([O:19][CH2:20][CH3:21])[CH2:11][C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=1

Participants

3

Reactant 1

HCID 87937840HCID 87937840, compound

Product 1

HCID 72395071HCID 72395071, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-(2,2-Dimethyl-5-oxo-[1,3]-dioxolan-4-ylidene)-N-ethoxy-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 (84% yield); mp 61–62° C. 1HNMR 400 MHz (CDCl3) δ (ppm): 1.28 (3H, t, J=7.1 Hz, CH3), 3.91 (3H, s, OCH3), 3.92 (2H, q, J=7.1 Hz, OCH2), 4.82 (2H, s, NCH2), 6.47 (1H, s, CH), 7.05 (2H, m, aromatics), 7.32 (2H, m, aromatics), 13.5 (1H, broad s, OH). Anal. calcd for C14H16FNO5: C, 56.56; H, 5.42; N, 4.71. Found: C, 56.67; H, 5.25; N, 4.64.

Workup

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

Sources & evidence

ORD record
ord-c2dc3a2676444a3e9b3a0168351b6095
Source dataset
uspto-grants-2006_09
Patent number
US07109186B2

Reaction notes

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