Triethylamine → HCID 66705970, 화합물

HRID 1916175노트

반응식

HRID 1916175 반응식
Br[C:2]1[CH:3]=[CH:4][C:5]([NH:8][CH2:9][CH3:10])=[N:6][CH:7]=1.[CH3:11][Si:12]([CH3:16])([CH3:15])[C:13]#[CH:14].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(N(CC)CC)C>C1COCC1.C(OCC)(=O)C.C1CCCCC1.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH2:9]([NH:8][C:5]1[CH:4]=[CH:3][C:2]([C:14]#[C:13][Si:12]([CH3:16])([CH3:15])[CH3:11])=[CH:7][N:6]=1)[CH3:10]

참가 물질

9

반응물 4

HCID 8471TriethylamineHCID 11776TriphenylphosphineHCID 66111TrimethylsilylacetyleneHCID 225049165-Bromo-N-ethylpyridin-2-amine

생성물 1

HCID 66705970HCID 66705970, 화합물

시약·촉매·용매 4

HCID 178418476HCID 178418476, 화합물촉매HCID 8028Tetrahydrofuran용매HCID 8078Cyclohexane용매HCID 8857Ethyl Acetate용매

실험 절차

The title compound is synthesized according to general procedure GP2 starting from 909 mg (4.5 mmol) 5-bromo-2-ethylamino-pyridine and 0.89 mL (6.3 mmol) 1-trimethylsilyl-ethyne using 26 mg (0.13 mmol) CuI, 118 mg (0.45 mmol) triphenylphosphine, 82 mg (0.12 mmol) PdCl2(PPh3)2 and 6.3 mL (45.0 mmol) triethylamine in 7 mL dry THF. For the work-up the reaction mixture is diluted with ethyl acetate and small amounts of cyclohexane, the organic phase is extracted with water and brine. The product is purified by chromatography on silica gel using a hexane/ethyl acetate gradient. Yield: 980 mg (99%).

후처리

  1. extractionthe organic phase is extracted with water and brine
  2. customThe product is purified by chromatography on silica gel using a hexane/ethyl acetate gradient

출처 및 근거

ORD 기록
ord-3f8ffb04704247aa80cb0f95fdb0b1ac
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08618111B2

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