Water → Ethyl 1-(2,4-dimethoxybenzyl)-7-(2-hydroxymethylpiperidin-1-yl)-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylate

HRID 1867937Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1867937
Cl[C:2]1[N:11]=[C:10]2[C:5]([C:6](=[O:28])[C:7]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:8][N:9]2[CH2:12][C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][C:14]=2[O:21][CH3:22])=[CH:4][C:3]=1F.N1([CH2:36][OH:37])CCCCC1.[CH:38](N(C(C)C)CC)([CH3:40])[CH3:39].O.[C:48](#[N:50])[CH3:49]>>[CH3:22][O:21][C:14]1[CH:15]=[C:16]([O:19][CH3:20])[CH:17]=[CH:18][C:13]=1[CH2:12][N:9]1[C:10]2[C:5](=[CH:4][CH:3]=[C:2]([N:50]3[CH2:40][CH2:38][CH2:39][CH2:49][CH:48]3[CH2:36][OH:37])[N:11]=2)[C:6](=[O:28])[C:7]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:8]1

Komponenten

6

Edukt 5

HCID 962WaterHCID 6342AcetonitrileHCID 81531DiisopropylethylamineHCID 446909Piperidin-1-ylmethanolHCID 13937202Ethyl 7-chloro-1-(2,4-dimethoxybenzyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

Produkt 1

HCID 69030307Ethyl 1-(2,4-dimethoxybenzyl)-7-(2-hydroxymethylpiperidin-1-yl)-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylate

Reaktionsbedingungen

Temperatur
75 °C

Versuchsvorschrift

A mixture of EXAMPLE 1B (2.15 g), piperidinylmethanol (890 mg) and diisopropylethylamine (2.5 mL) in acetonitrile (50 mL) at 25° C. was stirred for 24 hours, heated at 75° C. for 5 days, cooled, treated with water, and extracted with dichloromethane (200 mL). The extract was washed with water and 1M hydrochloric acid and concentrated.

Aufarbeitung

  1. temperaturecooled
  2. extractionextracted with dichloromethane (200 mL)
  3. washThe extract was washed with water and 1M hydrochloric acid
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-be7ac9be88d94205aa7e39f7e88acfe6
Quelldatensatz
uspto-grants-2009_12
Patentnummer
US07632946B2

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