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

HRID 325228

반응식

HRID 325228 반응식
[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

참가 물질

7

반응물 3

HCID 8021DiethylamineHCID 54338681(4-Ethynyl-2-phenylbenzoyl)methionine methyl esterHCID 178418934HCID 178418934, 화합물

생성물 1

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

시약·촉매·용매 3

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

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5ea27226ef3a42f78a7d8d7d2e59401e
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06221865B1

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