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Sodium hydride → HCID 178474147, 화합물

HRID 505426
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HRID 505426 반응식
[Cl-].[Br:2][C:3]1[CH:4]=[C:5]2[N:11]=[C:10]([CH2:12][P+](CCCC)(CCCC)CCCC)[NH:9][C:6]2=[N:7][CH:8]=1.[H-].[Na+].[CH:28]([C:30]1[N:35]=[C:34]([NH:36][C:37](=[O:39])[CH3:38])[CH:33]=[C:32]([CH3:40])[CH:31]=1)=O>O1CCCC1>[Br:2][C:3]1[CH:4]=[C:5]2[N:11]=[C:10](/[CH:12]=[CH:28]/[C:30]3[N:35]=[C:34]([NH:36][C:37](=[O:39])[CH3:38])[CH:33]=[C:32]([CH3:40])[CH:31]=3)[NH:9][C:6]2=[N:7][CH:8]=1
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참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 72214398N-(6-Formyl-4-methylpyridin-2-YL)acetamideHCID 178454879HCID 178454879, 화합물2회

생성물 1

HCID 178474147HCID 178474147, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
90 °C

실험 절차

5.0 g of 6-brom-3H-imidazo[4,5-b]pyridin-2-yl-methyl}-tributyl-phosphonium-chlorid (compound A5) are suspended in 50 ml of tetrahydrofuran and added to a suspension of sodium hydride (60% strength) in 50 ml tetrahydrofuran at room temperature. After vigorously stirring for 10 min, 1.43 g of N-(6-formyl-4-methyl-pyridin-2-yl)-acetamide (compound B11) is added in portions (10 min). Subsequently, the suspension is heated at 90° C. for 22 h. Thereafter, the mixture is filtered with suction and the remaining residue is rinsed with tetrahydrofuran. The pure title compound is obtained by evaporating the filtrate to dryness to afford 1.88 g of an amorphous solid. M.p.>350° C. ESI-MS: 372.1/374.1 (MH+; 99%/100%). TLC: Rf=0.50 (dichloromethane/methanol 10:1).

후처리

  1. filtrationThereafter, the mixture is filtered with suction
  2. washthe remaining residue is rinsed with tetrahydrofuran

출처 및 근거

ORD 기록
ord-20a96ebe777545c2a407f187a617a237
출처 데이터셋
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07781453B2

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