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Water → 3-(6-Cyanomethyl-2-Pyridylmethyl)-7-(2-Furyl)-3H-[1,2,3]Triazolo[4,5-D]Pyrimidine-5-Amine

HRID 733008
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HRID 733008 반응식
Br[CH2:2][C:3]1[N:8]=[C:7]([CH2:9][N:10]2[C:14]3[N:15]=[C:16]([NH2:24])[N:17]=[C:18]([C:19]4[O:20][CH:21]=[CH:22][CH:23]=4)[C:13]=3[N:12]=[N:11]2)[CH:6]=[CH:5][CH:4]=1.[C-:25]#[N:26].[Na+].O>CN(C=O)C>[C:25]([CH2:2][C:3]1[N:8]=[C:7]([CH2:9][N:10]2[C:14]3[N:15]=[C:16]([NH2:24])[N:17]=[C:18]([C:19]4[O:20][CH:21]=[CH:22][CH:23]=4)[C:13]=3[N:12]=[N:11]2)[CH:6]=[CH:5][CH:4]=1)#[N:26]
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참가 물질

5

반응물 3

HCID 962WaterHCID 8929Sodium CyanideHCID 218746303-(6-bromomethyl-2-pyridylmethyl)-7-(2-furyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidine-5-amine

생성물 1

HCID 218745493-(6-Cyanomethyl-2-Pyridylmethyl)-7-(2-Furyl)-3H-[1,2,3]Triazolo[4,5-D]Pyrimidine-5-Amine수율 29.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 3-(6-bromomethyl-2-pyridylmethyl)-7-(2-furyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidine-5-amine (200 mg, 0.517 mmol) and sodium cyanide (51 mg, 1.03 mmol) in DMF (5 mL) was stirred at 60° C. for 16 h, poured into water (40 mL), extracted with EtOAc (3×8 mL), the combined organic phase dried (MgSO4), concentrated in vacuo and purified by chromatography [SiO2;isohexane:EtOAc (1:1)] to give title compound (50 mg, 26%) as a yellow solid.

후처리

  1. extractionextracted with EtOAc (3×8 mL)
  2. dry with materialthe combined organic phase dried (MgSO4)
  3. concentrationconcentrated in vacuo
  4. custompurified by chromatography [SiO2;isohexane:EtOAc (1:1)]

출처 및 근거

ORD 기록
ord-3ccfbc0c18c14568a0343dcd7abd275d
출처 데이터셋
uspto-grants-2009_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07589097B2

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