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Hydrogen chloride-ethyl acetate → HCID 118023489, 화합물

HRID 2171784
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HRID 2171784 반응식
C([O:9][CH2:10][C:11]1[C:12]2[N:20]=[C:19]([CH:21]3[CH2:26][CH2:25][C:24]([CH3:28])([CH3:27])[CH2:23][CH2:22]3)[S:18][C:13]=2[N:14]=[C:15]([CH3:17])[N:16]=1)(=O)C1C=CC=CC=1.O(C)[Na].Cl.CCOC(C)=O>CO>[CH3:27][C:24]1([CH3:28])[CH2:23][CH2:22][CH:21]([C:19]2[S:18][C:13]3[N:14]=[C:15]([CH3:17])[N:16]=[C:11]([CH2:10][OH:9])[C:12]=3[N:20]=2)[CH2:26][CH2:25]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 21866389Hydrogen chloride-ethyl acetateHCID 118024047HCID 118024047, 화합물HCID 178418582HCID 178418582, 화합물

생성물 1

HCID 118023489HCID 118023489, 화합물수율 77.7%

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

To a mixture of [2-(4,4-dimethylcyclohexyl)-5-methyl[1,3]thiazolo[5,4-d]pyrimidin-7-yl]methyl benzoate (13.8 g) and MeOH (250 mL) was added a 28% NaOCH3 solution (670 μL) in MeOH, followed by stirring at room temperature for 3 hours. The reaction mixture was neutralized by the addition of 4 M HCl/EtOAc (870 μL), and concentrated under reduced pressure. To the residue was added water, followed by extraction with EtOAc. To the organic layer were added MgSO4 and basic silica gel, followed by stirring. The mixture was filtered through Celite and then concentrated under reduced pressure. The residue was purified by silica gel column (hexane/EtOAc) to obtain [2-(4,4-dimethylcyclohexyl)-5-methyl[1,3]thiazolo[5,4-d]pyrimidin-7-yl]methanol (7.9 g).

후처리

  1. concentrationconcentrated under reduced pressure
  2. additionTo the residue was added water
  3. extractionfollowed by extraction with EtOAc
  4. additionTo the organic layer were added MgSO4 and basic silica gel
  5. stirringby stirring
  6. filtrationThe mixture was filtered through Celite
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was purified by silica gel column (hexane/EtOAc)

출처 및 근거

ORD 기록
ord-8ee72fba587b4eb4b3f88ecfab7e3069
출처 데이터셋
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09051339B2

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