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Piperidine → 4-Acetyl-1-[3-[[2-[n-[6-(1-piperidinyl)pyridin-2-yl]amino]thiazol-5-yl]thio]benzoyl]piperazine

HRID 1294752
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HRID 1294752 반응식
[C:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10](=[O:31])[C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([S:17][C:18]3[S:22][C:21]([NH:23][C:24]4[CH:29]=[CH:28][CH:27]=[C:26](Br)[N:25]=4)=[N:20][CH:19]=3)[CH:12]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[NH:32]1[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]1>CN(C)C1C=CN=CC=1.N1C=CC=CC=1>[C:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10](=[O:31])[C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([S:17][C:18]3[S:22][C:21]([NH:23][C:24]4[CH:29]=[CH:28][CH:27]=[C:26]([N:32]5[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]5)[N:25]=4)=[N:20][CH:19]=3)[CH:12]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 8082PiperidineHCID 10301519HCID 10301519, 화합물

생성물 1

HCID 103017264-Acetyl-1-[3-[[2-[n-[6-(1-piperidinyl)pyridin-2-yl]amino]thiazol-5-yl]thio]benzoyl]piperazine수율 83.1%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 1049Pyridine용매

실험 절차

A solution of Example 4 (30 mg, 0.058 mmol), piperidine (86 μL, 0.87 mmol), 4-dimethylaminopyridine (7.1 mg, 0.058 mmol) in pyridine (300 μL) was heated to 134° C. in a sealed vial under nitrogen for 8.75 h. Most of pyridine was removed on a speed-vac at 40° C. The residue was purified using reversed phase automated preparative HPLC (conditions: YMC S5 ODS A 20×100 mm column, 15 min gradient starting from 10% solvent B (90% MeOH, 10% H2O, 0.1% TFA) and 90% solvent A (10% MeOH, 90% H2O, 0.1% TFA ) to 90% solvent B and 10% solvent A, flow rate 20 mL/min, λ=220 nM) to obtain the titled compound (25.2 mg, 68%) as a light tan solid.

후처리

  1. customMost of pyridine was removed on a speed-vac at 40° C
  2. customThe residue was purified
  3. customA 20×100 mm column, 15 min

출처 및 근거

ORD 기록
ord-78351240ca5a4634b0e9c0747faf0dff
출처 데이터셋
uspto-grants-2007_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07241781B2

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