1,4-Dibromo-2-nitrobenzene → HCID 62896872, 화합물

HRID 1817893노트

반응식

HRID 1817893 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].Cl.[NH2:13][CH2:14][C:15]1([OH:20])[CH2:19][CH2:18][CH2:17][CH2:16]1.C(N(CC)C(C)C)(C)C>CN1CCCC1=O>[Br:8][C:5]1[CH:6]=[CH:7][C:2]([NH:13][CH2:14][C:15]2([OH:20])[CH2:19][CH2:18][CH2:17][CH2:16]2)=[C:3]([N+:9]([O-:11])=[O:10])[CH:4]=1

참가 물질

5

반응물 3

HCID 770041,4-Dibromo-2-nitrobenzeneHCID 81531DiisopropylethylamineHCID 211096931-(Aminomethyl)cyclopentan-1-ol--hydrogen chloride (1/1)

생성물 1

HCID 62896872HCID 62896872, 화합물수율 43%

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

The mixture of 2,5-dibromonitrobenzene (Tokyo Kasei Kogyo Co., Ltd., 5.4 g, 19.2 mmol), 1-(aminomethyl)cyclopentanol hydrochloride (J. Med. Chem. 1981, 24, 12-16, 4.3 g, 28.4 mmol) and N,N-diisopropylethylamine (8.4 mL, 48.1 mmol) in 1-methyl-2-pyrrolidinone (32 mL) was microwaved for 30 min at 200° C. The reaction was quenched with water and extracted three times with ethyl acetate. The combined organic layers were dried over sodium sulfate and filtered. The filtrate was concentrated and the residue was purified by column chromatography on silica gel (hexane:ethyl acetate=5:1 as eluent) to afford the title compound (2.6 g, 43%) as an orange amorphous solid.

후처리

  1. customwas microwaved for 30 min at 200° C
  2. customThe reaction was quenched with water
  3. extractionextracted three times with ethyl acetate
  4. dry with materialThe combined organic layers were dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated
  7. customthe residue was purified by column chromatography on silica gel (hexane:ethyl acetate=5:1 as eluent)

출처 및 근거

ORD 기록
ord-42a2a21addcc496abd29a1388410969d
출처 데이터셋
uspto-grants-2009_10
특허 번호
US07598393B2

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