Methanesulfonyl chloride → Methyl 8-[bis-(tert-butoxycarbonyl)amino]-pyrazolo[5,1-a]isoquinoline-7-carboxylate

HRID 595105ノート

反応式

HRID 595105 の反応式
CS(Cl)(=O)=O.[C:6]([O:10][C:11]([N:13]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[C:14]1[CH:23]=[CH:22][C:21]2[C:20]3=[CH:24][CH:25]=[N:26][N:19]3[CH2:18][CH:17](O)[C:16]=2[C:15]=1[C:28]([O:30][CH3:31])=[O:29])=[O:12])([CH3:9])([CH3:8])[CH3:7]>C(N(CC)CC)C.C(Cl)Cl>[C:35]([O:34][C:32]([N:13]([C:11]([O:10][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:12])[C:14]1[CH:23]=[CH:22][C:21]2[C:20]3=[CH:24][CH:25]=[N:26][N:19]3[CH:18]=[CH:17][C:16]=2[C:15]=1[C:28]([O:30][CH3:31])=[O:29])=[O:33])([CH3:38])([CH3:37])[CH3:36]

参加物

5

反応物 2

HCID 31297Methanesulfonyl chlorideHCID 71005652Methyl 8-[bis-(tert-butoxycarbonyl)amino]-6-hydroxy-5,6-dihydro-pyrazolo[5,1-a]isoquinoline-7-carboxylate2 回

生成物 1

HCID 70984535Methyl 8-[bis-(tert-butoxycarbonyl)amino]-pyrazolo[5,1-a]isoquinoline-7-carboxylate収率 100.5%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8471Triethylamine溶媒

実験手順

Methanesulfonyl chloride (0.5 mL) was added to a solution of methyl 8-[bis-(tert-butoxycarbonyl)amino]-6-hydroxy-5,6-dihydro-pyrazolo[5,1-a]isoquinoline-7-carboxylate (Intermediate 8, 0.290 g) in triethylamine (0.7 mL) and DCM (10 mL) and the reaction mixture was stirred at room temperature for 30 minutes. The resultant mixture was washed with 1M aqueous hydrochloric acid and the organic layer was separated, dried (MgSO4) and filtered. The filtrate was concentrated in vacuo to give methyl 8-[bis-(tert-butoxycarbonyl)amino]-pyrazolo[5,1-a]isoquinoline-7-carboxylate (0.280 g) as a gum.

後処理

  1. washThe resultant mixture was washed with 1M aqueous hydrochloric acid
  2. customthe organic layer was separated
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-c7209ccaa39648919564c25d4ec7b1fc
出典データセット
uspto-grants-2016_01
特許番号
US09242997B2

反応ノート

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