HCID 73855573, compound → HCID 72395066, compound

HRID 2214590Notes

Reaction equation

HRID 2214590 reaction equation
[Br: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]([Br:1])[CH:3]=1)[O:18][CH3:19]

Participants

3

Reactant 1

HCID 73855573HCID 73855573, compound

Product 1

HCID 72395066HCID 72395066, compoundYield 44%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-(3-Bromo-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 (44% yield); mp 107–108° 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), 7.09 (1H, m, aromatic), 7.25 (1H, m, aromatic), 7.53 (1H, m, aromatic). Anal. calcd for C13H13BrFNO5: C, 43.11; H, 3.62; N, 3.86. Found: C, 43.10; H, 3.54; N, 3.87.

Workup

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

Sources & evidence

ORD record
ord-820feffba09f453abbef5b28a754ee6e
Source dataset
uspto-grants-2006_09
Patent number
US07109186B2

Reaction notes

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