Trifluoroacetic acid → Methyl[4-(1-methylpiperidin-4-yl)-4,10-dihydro-9-oxa-3-thiabenzo[f]azulen-6-ylsulfanyl]acetate

HRID 389032노트

반응식

HRID 389032 반응식
FC(F)(F)C(O)=O.[CH3:8][O:9][C:10](=[O:35])[CH2:11][S:12][C:13]1[CH:14]=[CH:15][C:16]2[O:25][CH2:24][C:23]3[CH:22]=[CH:21][S:20][C:19]=3[C:18](O)([CH:26]3[CH2:31][CH2:30][N:29]([CH3:32])[CH2:28][CH2:27]3)[C:17]=2[CH:34]=1.Cl.O1CCOCC1>ClCCl>[CH3:8][O:9][C:10](=[O:35])[CH2:11][S:12][C:13]1[CH:14]=[CH:15][C:16]2[O:25][CH2:24][C:23]3[CH:22]=[CH:21][S:20][C:19]=3[CH:18]([CH:26]3[CH2:31][CH2:30][N:29]([CH3:32])[CH2:28][CH2:27]3)[C:17]=2[CH:34]=1

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 204431481,4-Dioxane hydrochlorideHCID 86649443Methyl[4-hydroxy-4-(1-methylpiperidin-4-yl)-4,10-dihydro-9-oxa-3-thiabenzo[f]azulen-6-ylsulfanyl]acetate

생성물 1

HCID 86649444Methyl[4-(1-methylpiperidin-4-yl)-4,10-dihydro-9-oxa-3-thiabenzo[f]azulen-6-ylsulfanyl]acetate수율 72.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Trifluoroacetic acid (10 mL) was added to a dichloromethane solution of the compound obtained in Example 23 (5.7 g, 14 mmol), and the mixture was stirred at room temperature overnight. The solvents were distilled off, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:2), to give a free compound. Thereafter, 4 mol/L hydrogen chloride-dioxane (8.0 mL, 32 mmol) was added thereto, and the mixture was stirred for 1 hour. The solvents were distilled off under a reduced pressure, and ether was added to the residue to allow crystallization. The precipitated crystals were separated by filtration and dried, to give 4.1 g (69%) of the captioned compound.

후처리

  1. distillationThe solvents were distilled off
  2. customthe residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:2)
  3. customto give a free compound
  4. stirringthe mixture was stirred for 1 hour
  5. distillationThe solvents were distilled off under a reduced pressure, and ether
  6. additionwas added to the residue
  7. customcrystallization
  8. customThe precipitated crystals were separated by filtration
  9. customdried

출처 및 근거

ORD 기록
ord-a3b15bdd44f949bd9607610d23418b2e
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08377967B2

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