N-(4-methoxybenzyl)-5-(3-(6-(2-methylpiperidin-1-yl)pyrazin-2-yl)-1-tosyl-1H-indol-5-yl)-1,3,4-oxadiazol-2-amine → 5-(3-(6-(2-methylpiperidin-1-yl)pyrazin-2-yl)-1-tosyl-1H-indol-5-yl)-1,3,4-oxadiazol-2-amine

HRID 634092노트

반응식

HRID 634092 반응식
COC1C=CC(C[NH:8][C:9]2[O:10][C:11]([C:14]3[CH:15]=[C:16]4[C:20](=[CH:21][CH:22]=3)[N:19]([S:23]([C:26]3[CH:32]=[CH:31][C:29]([CH3:30])=[CH:28][CH:27]=3)(=[O:25])=[O:24])[CH:18]=[C:17]4[C:33]3[CH:38]=[N:37][CH:36]=[C:35]([N:39]4[CH2:44][CH2:43][CH2:42][CH2:41][CH:40]4[CH3:45])[N:34]=3)=[N:12][N:13]=2)=CC=1>C(O)(C(F)(F)F)=O>[CH3:45][CH:40]1[CH2:41][CH2:42][CH2:43][CH2:44][N:39]1[C:35]1[N:34]=[C:33]([C:17]2[C:16]3[C:20](=[CH:21][CH:22]=[C:14]([C:11]4[O:10][C:9]([NH2:8])=[N:13][N:12]=4)[CH:15]=3)[N:19]([S:23]([C:26]3[CH:27]=[CH:28][C:29]([CH3:30])=[CH:31][CH:32]=3)(=[O:24])=[O:25])[CH:18]=2)[CH:38]=[N:37][CH:36]=1

참가 물질

3

반응물 1

HCID 68328232N-(4-methoxybenzyl)-5-(3-(6-(2-methylpiperidin-1-yl)pyrazin-2-yl)-1-tosyl-1H-indol-5-yl)-1,3,4-oxadiazol-2-amine

생성물 1

HCID 683280745-(3-(6-(2-methylpiperidin-1-yl)pyrazin-2-yl)-1-tosyl-1H-indol-5-yl)-1,3,4-oxadiazol-2-amine

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

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온도
120 °C

실험 절차

N-(4-Methoxybenzyl)-5-(3-(6-(2-methylpiperidin-1-yl)pyrazin-2-yl)-1-tosyl-1H-indol-5-yl)-1,3,4-oxadiazol-2-amine (177 mg, 0.272 mmol) was weighed into a 5 mL glass microwave tube. The material was dissolved in TFA (1.5 mL) (Aldrich). The tube was sealed and the solution was heated at 120° C. for 10 min in an Initiator microwave reactor (Personal Chemistry, Biotage AB, Inc., Uppsala, Sweden). The excess TFA was removed in vacuo, the crude residue was treated with 1N NaOH and extracted with EtOAc. The organic layer was dried over MgSO4, filtered and concentrated. The material was used in the next step without purification. MS (ESI, pos. ion) m/z 530.0 (M+1).

후처리

  1. customThe tube was sealed
  2. customThe excess TFA was removed in vacuo
  3. additionthe crude residue was treated with 1N NaOH
  4. extractionextracted with EtOAc
  5. dry with materialThe organic layer was dried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe material was used in the next step without purification

출처 및 근거

ORD 기록
ord-b066b3bfa280404da0b6d322dcfc61af
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09321756B2

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