Acetic Acid → 4-Amino-3-[(1-benzylpiperidin-4-yl)amino)pyridine

HRID 501071

반응식

HRID 501071 반응식
[NH2:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[NH2:8].[CH2:9]([N:16]1[CH2:21][CH2:20][C:19](=O)[CH2:18][CH2:17]1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(O)(=O)C>ClC(Cl)C>[NH2:8][C:7]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[NH:1][CH:19]1[CH2:18][CH2:17][N:16]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:21][CH2:20]1

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 59183,4-DiaminopyridineHCID 192201-Benzyl-4-piperidone

생성물 1

HCID 222932454-Amino-3-[(1-benzylpiperidin-4-yl)amino)pyridine수율 98.2%

시약·촉매·용매 1

HCID 63651,1-Dichloroethane용매

실험 절차

A mixture of 3,4-diaminopyridine (1.1 g, 10.1 mmol), 1-benzyl-4-piperidone (3.2 g, 16.9 mmol) sodium triacetoxyborohydride (4.0 g, 18.9 mmol), and acetic acid (10.7 mL) in dichloroethane (10 mL) was stirred for about 6 days at room temperature. The reaction was concentrated to near dryness, and partitioned between chloroform (5×50 mL) and 1N sodium hydroxide (50 mL). The organic phase was dried over magnesium sulfate and concentrated to give the title compound (2.8 g). MS 283 (M+1).

후처리

  1. concentrationThe reaction was concentrated
  2. custompartitioned between chloroform (5×50 mL) and 1N sodium hydroxide (50 mL)
  3. dry with materialThe organic phase was dried over magnesium sulfate
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-86dec71c94154496ae785bd3b72cf881
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772224B2

연결된 노트

불러오는 중…