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Sodium Hydroxide → HCID 17965790, 화합물

HRID 32585
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HRID 32585 반응식
[NH2:1][C:2]1[C:3]2[CH:10]=[C:9]([C:11]3[N:15]([CH2:16][CH:17]=O)[CH:14]=[N:13][C:12]=3[C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[S:8][C:4]=2[N:5]=[CH:6][N:7]=1.[CH3:25][N:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1.[OH-].[Na+]>CC(O)=O>[CH3:25][N:26]1[CH2:31][CH2:30][N:29]([CH2:17][CH2:16][N:15]2[C:11]([C:9]3[S:8][C:4]4[N:5]=[CH:6][N:7]=[C:2]([NH2:1])[C:3]=4[CH:10]=3)=[C:12]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[N:13]=[CH:14]2)[CH2:28][CH2:27]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 531671-MethylpiperazineHCID 86601641HCID 86601641, 화합물2회

생성물 1

HCID 17965790HCID 17965790, 화합물수율 28%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

[5-(4-Aminothieno[2,3-d]pyrimidin-6-yl)-4-phenyl-1H-imidazol-1-yl]acetaldehyde (Intermediate 74) (100 mg) and N-methyl piperazine (100 μL) were stirred in AcOH (1 mL) for 15 minutes. Na(AcO)3BH (70 mg) was added and the reaction allowed to stir overnight. The reaction was made basic with 2M NaOH (50 mL) and then the product extracted with DCM (3×50 mL). The organics were washed with water (30 mL), brine (30 mL), dried (MgSO4) and concentrated in vacuo. The product was purified by flash chromatography on silica eluting with DCM:7N NH3 in MeOH. (95:5) to afford the title compound as a solid (32 mg, 28%);

후처리

  1. extractionthe product extracted with DCM (3×50 mL)
  2. washThe organics were washed with water (30 mL), brine (30 mL)
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated in vacuo
  5. customThe product was purified by flash chromatography on silica eluting with DCM

출처 및 근거

ORD 기록
ord-9fecc8cf3f5c467bafb862ee885e54df
출처 데이터셋
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07427616B2

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