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HCID 68289091、化合物 → 6-(Pyrrolidin-1-YL)pyridine-3,4-diamine

HRID 541201
ノート
印刷プレビュー

反応式

HRID 541201 の反応式
[N+:1]([C:4]1[C:5]([NH2:15])=[CH:6][C:7]([N:10]2[CH2:14][CH2:13][CH2:12][CH2:11]2)=[N:8][CH:9]=1)([O-])=O>[Pd]>[N:10]1([C:7]2[N:8]=[CH:9][C:4]([NH2:1])=[C:5]([NH2:15])[CH:6]=2)[CH2:14][CH2:13][CH2:12][CH2:11]1
参加物実験手順後処理出典と根拠反応ノート

参加物

3

反応物 1

HCID 68289091HCID 68289091、化合物2 回

生成物 1

HCID 682882956-(Pyrrolidin-1-YL)pyridine-3,4-diamine収率 94%

試薬・触媒・溶媒 1

HCID 23938Palladium触媒

実験手順

To a 100 mL round bottom flask was added 5-nitro-2-(pyrrolidin-1-yl)pyridin-4-amine (compound 20.1, 800 mg, 3.84 mmol, 1.0 equiv) and Pd on carbon (10 wt % Pd, 400 mg, 0.38 mmol, 0.1 equiv). The system was purged with nitrogen and charged with methanol (19 mL) followed by hydrogen. The mixture was stirred at room temperature under hydrogen for 4 hours then purged with nitrogen. The mixture was filtered though celite and washed extensively with MeOH. The solvents were removed in vacuo to obtain the title compound as a purple solid (641 mg, 94%). m/z (ES+) 179.3 (M+H)+. 1H NMR (400 MHz, DMSO-d6): δ 7.27 (s, 1H), 5.62 (s, 1H), 5.14 (br s, 2H), 3.67 (br s, 2H), 3.23-3.13 (m, 4H), 1.91-1.79 (m, 4H).

後処理

  1. customThe system was purged with nitrogen
  2. additioncharged with methanol (19 mL)
  3. customthen purged with nitrogen
  4. filtrationThe mixture was filtered though celite
  5. washwashed extensively with MeOH
  6. customThe solvents were removed in vacuo

出典と根拠

ORDレコード
ord-2f450776cecd40d79036bcf5e02c34aa
出典データセット
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08871790B2

反応ノート

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