Hydrochloric Acid → HCID 131730786、化合物

HRID 80936

反応式

HRID 80936 の反応式
[CH:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:15]=[N:14][C:13]([C:16]3[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][CH:17]=3)=[CH:12][N:11]=2)[CH2:6][CH2:5]1)([CH3:3])[CH3:2].[H-].[Na+].[Cl:25][CH2:26][C:27]([N:29]([CH3:31])[CH3:30])=[O:28].[ClH:32]>CN(C=O)C.C(OCC)C>[ClH:25].[ClH:32].[CH:1]([N:4]1[CH2:5][CH2:6][N:7]([C:10]2[CH:15]=[N:14][C:13]([C:16]3[CH:21]=[CH:20][C:19]([O:22][CH2:26][C:27]([N:29]([CH3:31])[CH3:30])=[O:28])=[CH:18][CH:17]=3)=[CH:12][N:11]=2)[CH2:8][CH2:9]1)([CH3:3])[CH3:2]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 758862-chloro-N,N-dimethylacetamideHCID 136099407HCID 136099407、化合物

生成物 1

HCID 131730786HCID 131730786、化合物収率 41%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6228Dimethylformamide溶媒

実験手順

4-(4-Isopropyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl-5′-yl)phenol (0.15 g, 0.404 mmol) was dissolved in DMF (4 mL) in a 5 mL microwave vial. NaH (0.039 g, 1.62 mmol) was added slowly and the mixture was stirred at rt for 30 min. Chloro-N,N-dimethylacetamide (0.147 g, 1.21 mmol) was added and the reaction mixture was heated for 2.5 h at 130° C. in a microwave oven. The reaction mixture was evaporated in vacuo and the residue was redissolved in a mixture of DCM and water. The phases were separated and the aqueous phase was extracted with DCM (2×25 mL). The combined organic extracts were evaporated, redissolved in MeOH and purified by preparative HPLC Method B. This afforded an oil which was treated with HCl in diethyl ether to give a solid material. Recrystallization from acetone and MeOH afforded 75 mg (41%) of the title compound.

後処理

  1. temperaturethe reaction mixture was heated for 2.5 h at 130° C. in a microwave oven
  2. customThe reaction mixture was evaporated in vacuo
  3. dissolutionthe residue was redissolved in a mixture of DCM and water
  4. customThe phases were separated
  5. extractionthe aqueous phase was extracted with DCM (2×25 mL)
  6. customThe combined organic extracts were evaporated
  7. dissolutionredissolved in MeOH
  8. custompurified by preparative HPLC Method B
  9. customThis afforded an oil which
  10. customto give a solid material
  11. customRecrystallization from acetone and MeOH

出典と根拠

ORDレコード
ord-e49e647437524d0ebcef3596546110ac
出典データセット
uspto-grants-2014_09
特許番号
US08846677B2

関連ノート

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