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Diisopropylethylamine → HCID 66749237, 화합물

HRID 537074
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HRID 537074 반응식
[I:1][C:2]1[N:3]=[C:4]([C:12]2[C:17]([CH3:18])=[CH:16][N:15]=[C:14]([NH:19][C:20](=[O:22])[CH3:21])[CH:13]=2)[O:5][C:6]=1[C:7]1[N:11]=[CH:10][NH:9][N:8]=1.CCN(C(C)C)C(C)C.[CH3:32][Si:33]([CH2:36][CH2:37][O:38][CH2:39]Cl)([CH3:35])[CH3:34]>CN(C=O)C>[I:1][C:2]1[N:3]=[C:4]([C:12]2[C:17]([CH3:18])=[CH:16][N:15]=[C:14]([NH:19][C:20](=[O:22])[CH3:21])[CH:13]=2)[O:5][C:6]=1[C:7]1[N:11]=[CH:10][N:9]([CH2:39][O:38][CH2:37][CH2:36][Si:33]([CH3:35])([CH3:34])[CH3:32])[N:8]=1
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참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 27242712-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 178474061HCID 178474061, 화합물

생성물 1

HCID 66749237HCID 66749237, 화합물수율 33.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of N-{4-[4-iodo-5-(1H-1,2,4-triazol-3-yl)-1,3-oxazol-2-yl]-5-methylpyridin-2-yl}acetamide (6.2 g, 15 mmol) in DMF (60 mL) was added DIEA (4.0 mL, 23.0 mmol). The reaction mixture was allowed to stir at rt for 2 h and then SEM-Cl (4.1 mL, 23.0 mmol) was added. The reaction mixture was allowed to stir at rt overnight and then concentrated. The residue was purified by column chromatography to give N-{4-[4-iodo-5-(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-1,2,4-triazol-3-yl)-1,3-oxazol-2-yl]-5-methylpyridin-2-yl}acetamide (2.7 g) plus another SEM regioisomer (1.2 g).

후처리

  1. stirringto stir at rt overnight
  2. concentrationconcentrated
  3. customThe residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-b3a6fd505a35402788170d231b7164fb
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08859768B2

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