Triethylamine → HCID 66705970、化合物

HRID 1916175ノート

反応式

HRID 1916175 の反応式
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]

参加物

9

反応物 4

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

生成物 1

HCID 66705970HCID 66705970、化合物

試薬・触媒・溶媒 4

HCID 178418476HCID 178418476、化合物触媒HCID 8028Tetrahydrofuran溶媒HCID 8078Cyclohexane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-3f8ffb04704247aa80cb0f95fdb0b1ac
出典データセット
uspto-grants-2013_12
特許番号
US08618111B2

反応ノート

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