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Lithium Chloride → HCID 56839569, 화합물

HRID 537050
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HRID 537050 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[O:12][C:11](I)=[N:10][C:9]=1[C:14]([NH2:16])=[O:15].[CH3:17][C:18]1[C:19]([Sn](C)(C)C)=[CH:20][C:21]([NH:24][C:25]([CH:27]2[CH2:29][CH2:28]2)=[O:26])=[N:22][CH:23]=1.[Cl-].[Li+]>O1CCOCC1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[Cu]I>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[O:12][C:11]([C:19]2[C:18]([CH3:17])=[CH:23][N:22]=[C:21]([NH:24][C:25]([CH:27]3[CH2:29][CH2:28]3)=[O:26])[CH:20]=2)=[N:10][C:9]=1[C:14]([NH2:16])=[O:15]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 433294Lithium ChlorideHCID 66747440HCID 66747440, 화합물HCID 66749598HCID 66749598, 화합물

생성물 1

HCID 56839569HCID 56839569, 화합물수율 64.8%

시약·촉매·용매 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매
HCID 178418397
HCID 178418397, 화합물
촉매
HCID 312751,4-Dioxane용매

반응 조건

온도
100 °C

실험 절차

A mixture of 5-(2-chlorophenyl)-2-iodo-1,3-oxazole-4-carboxamide (0.051 g, 0.14 mmol), N-[5-methyl-4-(trimethylstannyl)pyridine-2-yl]cyclopropanecarboxamide (0.064 g, 0.19 mmol), tetrakis(triphenylphosphine)palladium(0) (0.008 g, 0.007 mmol), copper(I) iodide (0.008 g, 0.043 mmol), and lithium chloride (0.018 g, 0.43 mmol) in 1,4-dioxane (1.5 mL) was degassed with argon three times and then allowed to stir at 100° C. under an atmosphere of argon for 5 h. The reaction mixture was filtered while hot and the filtrate was concentrated. The residue was purified by column chromatography to give 5-(2-chlorophenyl)-2-{2-[(cyclopropylcarbonyl)amino]-5-methylpyridin-4-yl}-1,3-oxazole-4-carboxamide (Compound I-86) (0.036 g, 62%). LCMS (AA): m/z=397 (M+H).

후처리

  1. customwas degassed with argon three times
  2. filtrationThe reaction mixture was filtered while hot and the filtrate
  3. concentrationwas concentrated
  4. customThe residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-d3763c52c19d4263bd89c7a8d8f3efea
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08859768B2

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