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Boron tribromide → HCID 21101712, 화합물

HRID 1353422
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HRID 1353422 반응식
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([N:12]3[CH2:17][CH2:16][N:15]([C:18]([NH:20][C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4[O:27]C)=[O:19])[CH2:14][CH2:13]3)=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.B(Br)(Br)Br>C(Cl)Cl>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([N:12]3[CH2:13][CH2:14][N:15]([C:18]([NH:20][C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4[OH:27])=[O:19])[CH2:16][CH2:17]3)=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1
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참가 물질

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반응물 2

HCID 25134Boron tribromideHCID 2809982HCID 2809982, 화합물

생성물 1

HCID 21101712HCID 21101712, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of 4-(7-chloro-4-quinolinyl)-N-(2-methoxyphenyl)-1-piperazine carboxamide (40 mg, 0.1 mmol) in CH2Cl2 (6 mL) was added a solution of BBr3 (0.2 mL, 1.0 M) at rt. The reaction mixture was stirred at rt overnight, then quenched with 1 N NaOH solution. The reaction mixture was extracted with CH2Cl2, washed with brine, and dried over Na2SO4. Concentration in vacuo followed by flash chromatography afforded the title product. LC-MS 383 (M++1). 1H NMR (CDCl3) δ 8.75 (d, 1H), 8.05 (s, 1H), 7.95 (d, 1H), 7.45 (d, 1H), 7.05 (m, 3H), 6.85 (m, 2H), 6.70 (s, 1H), 3.85 (m, 4H), 3.30 (m, 4H).

후처리

  1. customquenched with 1 N NaOH solution
  2. extractionThe reaction mixture was extracted with CH2Cl2
  3. washwashed with brine
  4. dry with materialdried over Na2SO4
  5. concentrationConcentration in vacuo

출처 및 근거

ORD 기록
ord-5549f0e1b80440b9814925431ea4e014
출처 데이터셋
uspto-grants-2007_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07220856B2

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