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Methyl10-methoxymethyl-10H-pyrazino[2,3-b][1,4]benzothiazine-8-carboxylate → 10-Methoxymethyl-10H-pyrazino[2,3-b][1,4]benzothiazine-8-methanol

HRID 1059275
ノート
印刷プレビュー

反応式

HRID 1059275 の反応式
[CH3:1][O:2][CH2:3][N:4]1[C:9]2[CH:10]=[C:11]([C:14](OC)=[O:15])[CH:12]=[CH:13][C:8]=2[S:7][C:6]2[N:18]=[CH:19][CH:20]=[N:21][C:5]1=2.[H-].C([Al+]CC(C)C)C(C)C>C(Cl)Cl.C1(C)C=CC=CC=1>[CH3:1][O:2][CH2:3][N:4]1[C:9]2[CH:10]=[C:11]([CH2:14][OH:15])[CH:12]=[CH:13][C:8]=2[S:7][C:6]2[N:18]=[CH:19][CH:20]=[N:21][C:5]1=2
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 11472176Methyl10-methoxymethyl-10H-pyrazino[2,3-b][1,4]benzothiazine-8-carboxylateHCID 21225700Diisobutylaluminumhydride

生成物 1

HCID 1126581710-Methoxymethyl-10H-pyrazino[2,3-b][1,4]benzothiazine-8-methanol収率 78.7%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 6344Dichloromethane溶媒

実験手順

Into a solution of 350 g of methyl 10-methoxymethyl-10H-pyrazino[2,3-b][1,4]benzothiazine-8-carboxylate in methylene chloride (2.5 l) was added dropwise under a nitrogen atmosphere 3.2 l of a 1.01 M solution of diisobutylaluminum hydride in toluene while maintaining the system at a temperature not exceeding 15° C. Then the reaction mixture was poured into ice and stirred for 1 hour. After filtering off the insoluble matter, the filtrate was washed with water. After distilling off the solvent under reduced pressure, the crude crystals thus obtained were washed with diisopropyl ether to thereby give 250 g of the title compound as pale yellow crystals.

後処理

  1. temperaturewhile maintaining the system at a temperature not
  2. customexceeding 15° C
  3. additionThen the reaction mixture was poured into ice
  4. filtrationAfter filtering off the insoluble matter
  5. washthe filtrate was washed with water
  6. distillationAfter distilling off the solvent under reduced pressure
  7. customthe crude crystals thus obtained
  8. washwere washed with diisopropyl ether

出典と根拠

ORDレコード
ord-87a29f1adeb04f6f9b3bd44ca5e953f6
出典データセット
uspto-grants-2003_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06518423B1

反応ノート

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