Piperidine → 7-Benzyloxy-2-phenyl-4-piperidin-1-yl-thiazolo[4,5-c]pyridine-6-carboxylic acid ethyl ester

HRID 642380노트

반응식

HRID 642380 반응식
[CH2:1]([O:3][C:4]([C:6]1[N:11]=[C:10](I)[C:9]2[N:13]=[C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[S:15][C:8]=2[C:7]=1[O:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:5])[CH3:2].[NH:30]1[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]1.C(N(CC)CC)C>C(O)C>[CH2:1]([O:3][C:4]([C:6]1[N:11]=[C:10]([N:30]2[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]2)[C:9]2[N:13]=[C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[S:15][C:8]=2[C:7]=1[O:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:5])[CH3:2]

참가 물질

5

반응물 3

HCID 8082PiperidineHCID 8471TriethylamineHCID 866173607-Benzyloxy-4-iodo-2-phenyl-thiazolo[4,5-c]pyridine-6-carboxylic acid ethyl ester

생성물 1

HCID 684281247-Benzyloxy-2-phenyl-4-piperidin-1-yl-thiazolo[4,5-c]pyridine-6-carboxylic acid ethyl ester수율 15.8%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
130 °C

실험 절차

A mixture of 7-benzyloxy-4-iodo-2-phenyl-thiazolo[4,5-c]pyridine-6-carboxylic acid ethyl ester (165 mg, 0.32 mmole), piperidine (95 μl, 0.96 mmole) and triethylamine (89 μl, 0.64 mmole) in ethanol (1.6 ml) was heated at 130° C. in a CEM microwave synthesizer for 30 min before it was cooled to room temperature, concentrated and purified by flash column chromatography on silica gel with a gradient of ethyl acetate and hexanes to give the title compound as a green oil (24 mg). MS: (+) m/z 474.55 (M+1).

후처리

  1. temperaturewas cooled to room temperature
  2. concentrationconcentrated
  3. custompurified by flash column chromatography on silica gel with a gradient of ethyl acetate and hexanes

출처 및 근거

ORD 기록
ord-4a58cb50d2374b09a12b42e9013e8e13
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07696223B2

반응 노트

불러오는 중…