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HCID 68289091, 화합물 → 6-(Pyrrolidin-1-YL)pyridine-3,4-diamine

HRID 541201
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HRID 541201 반응식
[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
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참가 물질

3

반응물 1

HCID 68289091HCID 68289091, 화합물2회

생성물 1

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

시약·촉매·용매 1

HCID 23938Palladium촉매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-2f450776cecd40d79036bcf5e02c34aa
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08871790B2

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