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Potassium Carbonate → 2-[1-(8-Propyl-[1,2,4]triazolo[1,5-C]pyrimidin-7-ylmethyl)-1H-imidazol-2-YL]-nicotinonitrile

HRID 916663
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인쇄 미리보기

반응식

HRID 916663 반응식
Br[CH2:2][C:3]1[N:8]=[CH:7][N:6]2[N:9]=[CH:10][N:11]=[C:5]2[C:4]=1[CH2:12][CH2:13][CH3:14].[NH:15]1[CH:19]=[CH:18][N:17]=[C:16]1[C:20]1[N:27]=[CH:26][CH:25]=[CH:24][C:21]=1[C:22]#[N:23].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH2:12]([C:4]1[C:5]2[N:6]([N:9]=[CH:10][N:11]=2)[CH:7]=[N:8][C:3]=1[CH2:2][N:15]1[CH:19]=[CH:18][N:17]=[C:16]1[C:20]1[N:27]=[CH:26][CH:25]=[CH:24][C:21]=1[C:22]#[N:23])[CH2:13][CH3:14]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 552537712-(1H-imidazol-2-yl)-nicotinonitrileHCID 575033117-Bromomethyl-8-propyl-[1,2,4]triazolo[1,5-c]pyrimidine

생성물 1

HCID 111753352-[1-(8-Propyl-[1,2,4]triazolo[1,5-C]pyrimidin-7-ylmethyl)-1H-imidazol-2-YL]-nicotinonitrile

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of 169 (56 mg, 0.22 mmol), 170 (42 mg, 0.25 mmol) and K2CO3 (138 mg) in DMF (4 mL) is stirred at room temperature overnight. Solvent is removed in vacuo. Water (10 mL) is added and the mixture is extracted with ethyl acetate (3×25 mL). The combined organic layers are dried and solvent removed. The crude is purified by PTLC (5% MeOH in methylene chloride) to give the title product (167) as a solid. 1H NMR 9.13 (s, 1H), 8.64–8.66 (m, 1H), 8.36 (s, 1H), 8.07–8.10 (m, 1H), 7.29–7.34 (m, 1H), 7.32 (s, 1H), 7.23 (s, 1H), 5.94 (s, 2H), 3.02–3.08 (m, 2H) 1.66–1.74 (m, 2H), 1.00 (t, 3H).

후처리

  1. customSolvent is removed in vacuo
  2. additionWater (10 mL) is added
  3. extractionthe mixture is extracted with ethyl acetate (3×25 mL)
  4. customThe combined organic layers are dried
  5. customsolvent removed
  6. customThe crude is purified by PTLC (5% MeOH in methylene chloride)

출처 및 근거

ORD 기록
ord-d775d7910ee94abfb145ac3e7a7b73c6
출처 데이터셋
uspto-grants-2007_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07271170B2

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