Isopropylamine → N-isopropyl-5-(3-(2-(isopropylamino)-6-((4-methoxybenzyl)oxy)pyrimidin-4-yl)-1-tosyl-1H-indol-5-yl)-1,3,4-oxadiazol-2-amine

HRID 634325노트

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HRID 634325 반응식
[CH:1]([NH:4][C:5]1[O:6][C:7]([C:10]2[CH:11]=[C:12]3[C:16](=[CH:17][CH:18]=2)[N:15]([S:19]([C:22]2[CH:28]=[CH:27][C:25]([CH3:26])=[CH:24][CH:23]=2)(=[O:21])=[O:20])[CH:14]=[C:13]3[C:29]2[CH:34]=[C:33]([O:35][CH2:36][C:37]3[CH:42]=[CH:41][C:40]([O:43][CH3:44])=[CH:39][CH:38]=3)[N:32]=[C:31](S(C)(=O)=O)[N:30]=2)=[N:8][N:9]=1)([CH3:3])[CH3:2].[CH:49]([NH2:52])([CH3:51])[CH3:50]>CN1C(=O)CCC1.O>[CH:1]([NH:4][C:5]1[O:6][C:7]([C:10]2[CH:11]=[C:12]3[C:16](=[CH:17][CH:18]=2)[N:15]([S:19]([C:22]2[CH:28]=[CH:27][C:25]([CH3:26])=[CH:24][CH:23]=2)(=[O:21])=[O:20])[CH:14]=[C:13]3[C:29]2[CH:34]=[C:33]([O:35][CH2:36][C:37]3[CH:42]=[CH:41][C:40]([O:43][CH3:44])=[CH:39][CH:38]=3)[N:32]=[C:31]([NH:52][CH:49]([CH3:51])[CH3:50])[N:30]=2)=[N:8][N:9]=1)([CH3:2])[CH3:3]

참가 물질

5

반응물 2

HCID 6363IsopropylamineHCID 68328463N-isopropyl-5-(3-(6-((4-methoxybenzyl)oxy)-2-(methylsulfonyl)pyrimidin-4-yl)-1-tosyl-1H-indol-5-yl)-1,3,4-oxadiazol-2-amine

생성물 1

HCID 68328162N-isopropyl-5-(3-(2-(isopropylamino)-6-((4-methoxybenzyl)oxy)pyrimidin-4-yl)-1-tosyl-1H-indol-5-yl)-1,3,4-oxadiazol-2-amine수율 86.1%

시약·촉매·용매 2

HCID 962Water용매HCID 13387N-methyl-2-pyrrolidone용매

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온도
120 °C

실험 절차

A glass microwave reaction vessel was charged with N-isopropyl-5-(3-(6-((4-methoxybenzyl)oxy)-2-(methylsulfonyl)pyrimidin-4-yl)-1-tosyl-1H-indol-5-yl)-1,3,4-oxadiazol-2-amine (120 mg, 0.174 mmol) and isopropylamine (0.075 mL, 0.871 mmol) in NMP (1.0 mL). The reaction mixture was stirred and heated in an Initiator microwave reactor (Personal Chemistry, Biotage AB, Inc., Upssala, Sweden) at 120° C. for 1 h. The mixture was diluted with water and filtered. The remaining solid was dried to give the crude product (100 mg), which was used in the next step without further purification. MS (ESI, pos. ion) m/z: 668.0 (M+1).

후처리

  1. customA glass microwave reaction vessel
  2. filtrationfiltered
  3. customThe remaining solid was dried

출처 및 근거

ORD 기록
ord-d2129358c96445e8b78b981c27897337
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09321756B2

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