Dimethylformamide → Methyl 4-{6-amino-8-(3-fluorophenyl)-2-[2-(1-hydroxycyclohexyl)-1-ethynyl]-9H-9-purinyl}butanoate

HRID 1826540

반응식

HRID 1826540 반응식
[NH2:1][C:2]1[N:10]=[C:9](I)[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[CH:20]=1)[N:6]2[CH2:12][CH2:13][CH2:14][C:15]([O:17][CH3:18])=[O:16].CN(C)C=O.[CH2:31]([C:33]1([OH:39])[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1)[CH3:32]>[Cu]I.C(N(CC)CC)C>[NH2:1][C:2]1[N:10]=[C:9]([C:32]#[C:31][C:33]2([OH:39])[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]2)[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[CH:20]=1)[N:6]2[CH2:12][CH2:13][CH2:14][C:15]([O:17][CH3:18])=[O:16]

참가 물질

6

반응물 3

HCID 6228DimethylformamideHCID 160211-EthylcyclohexanolHCID 22133918methyl 4-[6-amino-8-(3-fluorophenyl)-2-iodo-9H-9-purinyl]butanoate

생성물 1

HCID 22133832Methyl 4-{6-amino-8-(3-fluorophenyl)-2-[2-(1-hydroxycyclohexyl)-1-ethynyl]-9H-9-purinyl}butanoate수율 90%

시약·촉매·용매 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 8471Triethylamine용매

반응 조건

온도
70 °C

실험 절차

To 162 mg of methyl 4-[6-amino-8-(3-fluorophenyl)-2-iodo-9H-9-purinyl]butanoate were added 8 ml of N,N-dimethylformamide, 30 mg of copper(I) iodide, 30 mg of dichlorobis(triphenylphosphine)palladium(II)l, 80 mg of 1-ethylcyclohexanol and 74 μl of triethylamine and the mixutre was stirred in a nitrogen stream at 70° C. for 2.5 hours. After it was allowed to cool, the solvent was evaporated and the resulting reside was subjected to a silica gel column chromatography (25 g of silica gel; chloroform-methanol (100:0-100:1-50:1) to give 144 mg of the title compound. The yield was 90%.

후처리

  1. temperatureto cool
  2. customthe solvent was evaporated

출처 및 근거

ORD 기록
ord-b78d0325173645d69b871303a936fe98
출처 데이터셋
uspto-grants-2006_05
특허 번호
USRE039112E1

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