Diethylamine → {4-[2-(Imidazol-2-yl)ethynyl]-2-phenylbenzoyl}-methionine methyl ester

HRID 325228ノート

反応式

HRID 325228 の反応式
[CH3:1][O:2][C:3](=[O:26])[C@H:4]([CH2:22][CH2:23][S:24][CH3:25])[NH:5][C:6](=[O:21])[C:7]1[CH:12]=[CH:11][C:10]([C:13]#[CH:14])=[CH:9][C:8]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.Br[C:28]1[N:29]=[CH:30][NH:31][CH:32]=1.C(NCC)C>C1(C)C=CC=CC=1.C([O-])(=O)C.C([O-])(=O)C.[Pd+2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Cu]I>[CH3:1][O:2][C:3](=[O:26])[C@H:4]([CH2:22][CH2:23][S:24][CH3:25])[NH:5][C:6](=[O:21])[C:7]1[CH:12]=[CH:11][C:10]([C:13]#[C:14][C:30]2[NH:29][CH:28]=[CH:32][N:31]=2)=[CH:9][C:8]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

参加物

7

反応物 3

HCID 8021DiethylamineHCID 54338681(4-Ethynyl-2-phenylbenzoyl)methionine methyl esterHCID 178418934HCID 178418934、化合物

生成物 1

HCID 69930468{4-[2-(Imidazol-2-yl)ethynyl]-2-phenylbenzoyl}-methionine methyl ester

試薬・触媒・溶媒 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 84538Palladium(2+) acetate--triphenylphosphane (1/2/2)触媒HCID 1140Toluene溶媒

実験手順

The resultant product from Example 47A (5 mmol) is mixed with 4-bromoimidazole (5 mmol), diethylamine (1 mL), bis(triphenylphosphine) palladium diacetate (0.1 mmol) and copper(I) iodide (0.1 mmol) in toluene. The mixture is stied at 25° C. until TLC analysis indicates the reaction is complete. The reaction mixture is concentrated in vacuo, and the residue is purified with column chromatography on silica gel to give the title product.

後処理

  1. customis stied at 25° C. until TLC analysis
  2. concentrationThe reaction mixture is concentrated in vacuo
  3. customthe residue is purified with column chromatography on silica gel

出典と根拠

ORDレコード
ord-5ea27226ef3a42f78a7d8d7d2e59401e
出典データセット
uspto-grants-2001_04
特許番号
US06221865B1

反応ノート

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