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4-Amino-1-Boc-piperidine → 1,1-Dimethylethyl 4-(7-cyano-1,3-dihydro-1-oxo-2H-isoindol-2-yl)-1-piperidinecarboxylate

HRID 1097978
ノート
印刷プレビュー

反応式

HRID 1097978 の反応式
Br[CH2:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]([C:13]#[N:14])[C:4]=1[C:5](OC)=[O:6].[NH2:15][CH:16]1[CH2:21][CH2:20][N:19]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:18][CH2:17]1>O1CCCC1.CN(C=O)C>[C:13]([C:9]1[CH:10]=[CH:11][CH:12]=[C:3]2[C:4]=1[C:5](=[O:6])[N:15]([CH:16]1[CH2:17][CH2:18][N:19]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:20][CH2:21]1)[CH2:2]2)#[N:14]
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 12682914-Amino-1-Boc-piperidineHCID 66812920Methyl 2-(bromomethyl)-6-cyanobenzoate

生成物 1

HCID 668126151,1-Dimethylethyl 4-(7-cyano-1,3-dihydro-1-oxo-2H-isoindol-2-yl)-1-piperidinecarboxylate

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒2 回HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of EXAMPLE 6C (300 mg) in tetrahydrofuran (2 mL) and N,N′-dimethylformamide (2 mL) was added tert-butyl 4-aminopiperidine-1-carboxylate (320 mg,) in N,N′-dimethylformamide (2 mL) and tetrahydrofuran (2 mL) at −40° C. The solution was warmed to ambient temperature over 2 hours, and stirred for 16 hours. The solvent was removed, and the concentrate was partitioned between ethyl acetate and water. The extract was washed with brine and concentrated, and the concentrate was purified by flash chromatography on silica gel with 80% ethyl acetate in hexanes.

後処理

  1. customThe solvent was removed
  2. customthe concentrate was partitioned between ethyl acetate and water
  3. washThe extract was washed with brine
  4. concentrationconcentrated
  5. customthe concentrate was purified by flash chromatography on silica gel with 80% ethyl acetate in hexanes

出典と根拠

ORDレコード
ord-d66f2dfb232349c19618d4d8d792bef2
出典データセット
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08143284B2

反応ノート

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