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Tetrahydrofuran → HCID 58299662, 화합물

HRID 79162
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HRID 79162 반응식
[CH:1]1([NH:6][C:7]2[C:12]([C:13]3[C:14](OC)=[N:15][C:16]([O:19][CH3:20])=[CH:17][CH:18]=3)=[CH:11][N:10]=[C:9]([NH2:23])[N:8]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.C[Si]([N-][Si](C)(C)C)(C)C.[Na+].C1COCC1>N1C=CC=CC=1>[CH:1]1([N:6]2[C:7]3[N:8]=[C:9]([NH2:23])[N:10]=[CH:11][C:12]=3[C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[N:15][C:14]2=3)[CH2:5][CH2:4][CH2:3][CH2:2]1
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참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 2724254Sodium bis(trimethylsilyl)amideHCID 67234124N4-Cyclopentyl-5-(2,6-dimethoxypyridin-3-yl)pyrimidine-2,4-diamine

생성물 1

HCID 58299662HCID 58299662, 화합물수율 62.2%

시약·촉매·용매 1

HCID 1049Pyridine용매

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온도
150 °C

실험 절차

A 10 mL reaction vessel was charged with N4-cyclopentyl-5-(2,6-dimethoxypyridin-3-yl)pyrimidine-2,4-diamine (267) (50.0 mg, 159 μmol) dissolved in dry pyridine (1 mL) under argon. Sodium bis(trimethylsilyl)amide in THF (1.0M, 0.349 mL, 349 μmol) was added and the reaction heated with microwave energy (300 W) for 12 minutes at 150° C. The solvent was removed in vacuo. Silica gel chromatography of the residue (gradient elution dichloromethane/0-5% methanol) afforded compound 268 as an off-white solid (28 mg, 62%)

후처리

  1. customA 10 mL reaction vessel
  2. customThe solvent was removed in vacuo
  3. washSilica gel chromatography of the residue (gradient elution dichloromethane/0-5% methanol)

출처 및 근거

ORD 기록
ord-c57df214c9d642dcbfda70af105d25d2
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08841312B2

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