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2-Fluoro-4-iodoaniline → HCID 18428007, 화합물

HRID 1279382
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HRID 1279382 반응식
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([CH2:6][CH:7]2[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][C:15]#[CH:16])[CH2:9][CH2:8]2)=[CH:4][CH:3]=1.[F:19][C:20]1[CH:26]=[C:25](I)[CH:24]=[CH:23][C:21]=1[NH2:22]>C(N)CCC.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[NH2:22][C:21]1[CH:23]=[CH:24][C:25]([C:16]#[C:15][CH2:14][CH2:13][N:10]2[CH2:9][CH2:8][CH:7]([CH2:6][C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:18][CH:17]=3)[CH2:12][CH2:11]2)=[CH:26][C:20]=1[F:19]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 1856942-Fluoro-4-iodoanilineHCID 106828724-(4-Chlorobenzyl)-1-(3-butynyl)piperidine

생성물 1

HCID 18428007HCID 18428007, 화합물수율 18%

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 8007Butylamine용매

실험 절차

To a solution of 4-(4-chlorobenzyl)-1-(but-3-yn-1-yl)piperidine (400 mg, 1.53 mmol) and 2-fluoro-4-iodoaniline (436 mg, 1.84 mmol) in 10 mL of butylamine is added 70 mg of Pd(PPh3)4. The resulting solution is allowed to reflux for 24 hr. The solvent is evaporated in vacuo and the residue is purified by flash chromatography giving the title product as a brown oil (100 mg, 18%): 1H NMR (CDCl3) 1.25 (m, 2 H), 1.46 (m, 1 H), 1.58 (m, 2 H), 1.97 (m, 2 H), 2.56 (m, 6 H), 2.88 (m, 2 H), 3.83 (bs, 2 H), 6.62 (m, 1 H), 6.80-7.24 (m, 6 H).

후처리

  1. temperatureto reflux for 24 hr
  2. customThe solvent is evaporated in vacuo
  3. customthe residue is purified by flash chromatography

출처 및 근거

ORD 기록
ord-5f5bf0bfaf6d4aee835fc2c9f62b1f80
출처 데이터셋
uspto-grants-2002_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06448270B1

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