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Morpholine → 3-(4-Morpholinylmethyl)-7-(4-phenyl-1-piperidinyl)-1,2,4-triazolo[4,3-a]pyridine-8-carbonitrile

HRID 1428517
ノート
印刷プレビュー

反応式

HRID 1428517 の反応式
[C:1]([C:3]1[C:4]2[N:5]([C:21]([CH:24]=O)=[N:22][N:23]=2)[CH:6]=[CH:7][C:8]=1[N:9]1[CH2:14][CH2:13][CH:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:11][CH2:10]1)#[N:2].[NH:26]1[CH2:31][CH2:30][O:29][CH2:28][CH2:27]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>C(Cl)Cl>[N:26]1([CH2:24][C:21]2[N:5]3[CH:6]=[CH:7][C:8]([N:9]4[CH2:14][CH2:13][CH:12]([C:15]5[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=5)[CH2:11][CH2:10]4)=[C:3]([C:1]#[N:2])[C:4]3=[N:23][N:22]=2)[CH2:31][CH2:30][O:29][CH2:28][CH2:27]1
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 3

HCID 8083MorpholineHCID 5049666Sodium triacetoxyborohydrideHCID 574595958-Cyano-3-formyl-7-(4phenylpiperidinyl)[1,2,4]triazolo[4,3-a]pyridine

生成物 1

HCID 667887433-(4-Morpholinylmethyl)-7-(4-phenyl-1-piperidinyl)-1,2,4-triazolo[4,3-a]pyridine-8-carbonitrile

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of D9 (0.065 g, 0.196 mmol) in DCM (2.5 ml) were added morpholine (0.026 g, 0.294 mmol) and sodium triacetoxy-borohydride (0.062 mg, 0.294 mmol). The resulting mixture was stirred at r.t. for 1 day. The reaction mixture was washed with H2O, dried (MgSO4) and concentrated in vacuo. The crude product thus obtained was purified by column chromatography (silica gel; DCM/MeOH up to 3% as eluent). The desired fractions were collected and concentrated in vacuo to yield final compound E11 (0.04 g, 51%) as a white solid.

後処理

  1. washThe reaction mixture was washed with H2O
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated in vacuo
  4. customThe crude product thus obtained
  5. customwas purified by column chromatography (silica gel; DCM/MeOH up to 3% as eluent)
  6. customThe desired fractions were collected
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-120ab1f3384a4aa2b21fe3751293b0cd
出典データセット
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08937060B2

反応ノート

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