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p-Toluenesulfonic acid → 4-hydroxy-N,N,2-trimethyl-3,5-dioxo-2,3,5,6,7,8-hexahydro-2,6-naphthyridine-1-carboxamide

HRID 1817322
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HRID 1817322 반응식
COC1C=CC(C[N:8]2[CH2:17][CH2:16][C:15]3[C:10](=[C:11]([O:25]C)[C:12](=[O:24])[N:13]([CH3:23])[C:14]=3[C:18]([N:20]([CH3:22])[CH3:21])=[O:19])[C:9]2=[O:27])=CC=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[OH:25][C:11]1[C:12](=[O:24])[N:13]([CH3:23])[C:14]([C:18]([N:20]([CH3:21])[CH3:22])=[O:19])=[C:15]2[C:10]=1[C:9](=[O:27])[NH:8][CH2:17][CH2:16]2
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참가 물질

4

반응물 2

HCID 6101p-Toluenesulfonic acidHCID 690582414-methoxy-6-(4-methoxybenzyl)-N,N,2-trimethyl-3,5-dioxo-2,3,5,6,7,8-hexahydro-2,6-naphthyridine-1-carboxamide

생성물 1

HCID 690584564-hydroxy-N,N,2-trimethyl-3,5-dioxo-2,3,5,6,7,8-hexahydro-2,6-naphthyridine-1-carboxamide

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
110 °C

실험 절차

A solution of 6-(4-methoxybenzyl)-4-methoxy-N,N, 2-trimethyl-3,5-dioxo-2,3,5,6,7,8-hexahydro-2,6-naphthyridine-1-carboxamide (0.18 g, 0.45 mmol) in toluene (about 3 mL) was treated with p-toluene sulfonic acid (0.34 g, 1.8 mmol). The mixture was heated to 110° C. for 4 hours, then cooled and concentrated under vacuum. The residue was partitioned between water and EtOAc, the aqueous layer concentrated, and the residue purified by reverse phase chromatography to give the title product.

후처리

  1. temperaturecooled
  2. concentrationconcentrated under vacuum
  3. customThe residue was partitioned between water and EtOAc
  4. concentrationthe aqueous layer concentrated
  5. customthe residue purified by reverse phase chromatography

출처 및 근거

ORD 기록
ord-2c6b8df332384f00882ffc7bb2aff59d
출처 데이터셋
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07598264B2

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