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Sodium periodate → tert-butyl 4-(6-(6-(6-formylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridin-1-yl)pyridin-2-yl)piperazine-1-carboxylate

HRID 57994
ノート
印刷プレビュー

反応式

HRID 57994 の反応式
I([O-])(=O)(=O)=O.[Na+].[OH:7][CH:8]([C:11]1[N:16]=[C:15]([C:17]2[N:22]=[CH:21][C:20]3[CH:23]=[N:24][N:25]([C:26]4[N:31]=[C:30]([N:32]5[CH2:37][CH2:36][N:35]([C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])[CH2:34][CH2:33]5)[CH:29]=[CH:28][CH:27]=4)[C:19]=3[CH:18]=2)[CH:14]=[N:13][CH:12]=1)CO>O.O1CCCC1>[CH:8]([C:11]1[N:16]=[C:15]([C:17]2[N:22]=[CH:21][C:20]3[CH:23]=[N:24][N:25]([C:26]4[N:31]=[C:30]([N:32]5[CH2:33][CH2:34][N:35]([C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])[CH2:36][CH2:37]5)[CH:29]=[CH:28][CH:27]=4)[C:19]=3[CH:18]=2)[CH:14]=[N:13][CH:12]=1)=[O:7]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 23667635Sodium periodateHCID 86707180Tert-butyl 4-[6-[6-[6-(1,2-dihydroxyethyl)pyrazin-2-yl]pyrazolo[4,3-c]pyridin-1-yl]-2-pyridyl]piperazine-1-carboxylate

生成物 1

HCID 86707179tert-butyl 4-(6-(6-(6-formylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridin-1-yl)pyridin-2-yl)piperazine-1-carboxylate

試薬・触媒・溶媒 2

HCID 962Water溶媒3 回
HCID 8028
Tetrahydrofuran
溶媒

実験手順

A solution of sodium periodate (260 mg 1.22 mmol) in 5 ml of water was added to a solution of tert-butyl 4-[6-[6-[6-(1,2-dihydroxyethyl)pyrazin-2-yl]pyrazolo[4,3-c]pyridin-1-yl]-2-pyridyl]piperazine-1-carboxylate (315 mg, 0.61 mmol) in 25 ml of tetrahydrofuran and 5 ml of water. The mixture was stirred for 24 hours, concentrated, the residue partitioned between ethyl acetate and water, the organic extracts were washed with water, brine, dried over sodium sulfate and concentrated. The residue was purified on 12 g silica gel column eluting with ethyl acetate gradient in heptane to afford 245 mg (83%). MS (ESI) m/z: 505.2 [M+H2O+H]+.

後処理

  1. concentrationconcentrated
  2. customthe residue partitioned between ethyl acetate and water
  3. washthe organic extracts were washed with water, brine
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated
  6. customThe residue was purified on 12 g silica gel column
  7. washeluting with ethyl acetate gradient in heptane
  8. customto afford 245 mg (83%)

出典と根拠

ORDレコード
ord-a69f1c9b161c4fed8ff5f70e1a34e87c
出典データセット
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09434725B2

反応ノート

読み込み中…

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