HCID 85435467, compound → HCID 72395080, compound

HRID 2214551Notes

Reaction equation

HRID 2214551 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:20]=[CH:21][C:22]=1[F:23])[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][C:22]([F:23])=[C:2]([Cl:1])[CH:3]=1)[O:18][CH3:19]

Participants

3

Reactant 1

HCID 85435467HCID 85435467, compound

Product 1

HCID 72395080HCID 72395080, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-(3-Chloro-4-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 (54% yield); mp 97–98° C. 1HNMR 400 MHz (CDCl3) δ (ppm): 3.72 (3H, s, OCH3), 3.90 (3H, s, OCH3), 4.77 (2H, s, NCH2), 6.45 (1H, s, CH), 7.11 (1H, m, aromatic), 7.2 (1H, m, aromatic), 7.38 (1H, m, aromatic). Anal. calcd for C13H13ClFNO5: C, 49.14; H, 4.12; N, 4.40. Found: C, 48.95; H, 3.96; N, 4.16.

Workup

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

Sources & evidence

ORD record
ord-eb54e6a6ec4b422e8c65f43b1242beb0
Source dataset
uspto-grants-2006_09
Patent number
US07109186B2

Reaction notes

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