2-Pyrrolidone → HCID 89579872、化合物

HRID 928609ノート

反応式

HRID 928609 の反応式
[H-].[Na+].[NH:3]1[CH2:7][CH2:6][CH2:5][C:4]1=[O:8].Cl[CH2:10][C:11]1[N:12]=[C:13]([N:26]2[CH2:31][CH2:30][CH:29]([CH2:32][OH:33])[CH2:28][CH2:27]2)[C:14]2[C:19]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[CH:18][S:17][C:15]=2[N:16]=1>CN(C)C=O>[OH:33][CH2:32][CH:29]1[CH2:30][CH2:31][N:26]([C:13]2[C:14]3[C:19]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)=[CH:18][S:17][C:15]=3[N:16]=[C:11]([CH2:10][N:3]3[CH2:7][CH2:6][CH2:5][C:4]3=[O:8])[N:12]=2)[CH2:27][CH2:28]1

参加物

5

反応物 3

HCID 120252-PyrrolidoneHCID 24758Sodium hydrideHCID 89579974HCID 89579974、化合物

生成物 1

HCID 89579872HCID 89579872、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Sodium hydride (25 mg, 60% w/w in mineral oil) was added to a solution of 2-pyrrolidinone in dry N,N-dimethylformamide (2 mL) under a nitrogen atmosphere. The mixture was stirred for 10 min then [1-[2-(chloromethyl)-5-phenyl-thieno[2,3-d]pyrimidin-4-yl]-4-piperidyl]methanol (100 mg) was added. The mixture was stirred for 2 hr at room temperature. The solvent was evaporated and the residue was dissolved in ethyl acetate (10 mL) and water (10 mL). The layers were separated and the aqueous was extracted with ethyl acetate (2×10 mL). The combined organic layers were washed with brine (1×10 mL), dried (sodium sulfate), filtered and evaporated to give the target compound (96 mg) as a yellow solid. m/z [M+H]+ 424.0. Retention time 3.95 min (LCMS method+ve 6 min). It was used in the next reaction without purification.

後処理

  1. stirringThe mixture was stirred for 2 hr at room temperature
  2. customThe solvent was evaporated
  3. dissolutionthe residue was dissolved in ethyl acetate (10 mL)
  4. customThe layers were separated
  5. extractionthe aqueous was extracted with ethyl acetate (2×10 mL)
  6. washThe combined organic layers were washed with brine (1×10 mL)
  7. dry with materialdried (sodium sulfate)
  8. filtrationfiltered
  9. customevaporated

出典と根拠

ORDレコード
ord-c4d63b1a195241739c7b5b4d15aaa5e3
出典データセット
uspto-grants-2016_03
特許番号
US09290511B2

反応ノート

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