Triethylamine → HCID 23003955、化合物

HRID 396725ノート

反応式

HRID 396725 の反応式
[C:1]([N:8]1[C:17]2[C:12](=[CH:13][C:14](I)=[CH:15][CH:16]=2)[CH2:11][CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[O:19]1[CH2:24][CH2:23][CH:22]=[CH:21][C:20]1=[O:25].C(N(CC)CC)C>CN(C)C=O.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>[C:1]([N:8]1[C:17]2[C:12](=[CH:13][C:14]([CH:22]3[CH2:23][CH2:24][O:19][C:20](=[O:25])[CH2:21]3)=[CH:15][CH:16]=2)[CH2:11][CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 5206605,6-Dihydro-2H-pyran-2-oneHCID 23003932HCID 23003932、化合物

生成物 1

HCID 23003955HCID 23003955、化合物

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 6228Dimethylformamide溶媒

反応条件

温度
95 °C

実験手順

A mixture of 1-boc-6-iodo-1,2,3,4-tetrahydroquinoline (2.0 g, Reference Example 12), 5,6-dihydro-pyran-2-one (1.1 g), tetrakis(triphenylphosphine)palladium(0) and triethylamine (2.2 g) in dimethylformamide (5 ml) was stirred at about 95° C. in a sealed vessel under an atmosphere of nitrogen overnight. The reaction mixture was partitioned between ethyl acetate and dilute hydrochloric acid, the layers separated, and the organic layer washed with sodium bicarbonate solution, then dried, and then evaporated. The residue was subjected to flash chromatography on silica eluting with a mixture of ethyl acetate and cyclohexane (2:3,v/v) to give the title compound as a brown oil, 1.2 g.

後処理

  1. customThe reaction mixture was partitioned between ethyl acetate and dilute hydrochloric acid
  2. customthe layers separated
  3. washthe organic layer washed with sodium bicarbonate solution
  4. customdried
  5. customevaporated
  6. additionThe residue was subjected to flash chromatography on silica eluting with a mixture of ethyl acetate and cyclohexane (2:3,v/v)

出典と根拠

ORDレコード
ord-0c5eb784e32f40dfbe85edcd0247a7cf
出典データセット
uspto-grants-2003_08
特許番号
US06608084B1

反応ノート

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