3-(3,6-Dihydro-2H-pyran-4-yl)-5-nitro-1-trityl-1H-indazole → 3-(3,6-dihydro-2H-pyran-4-yl)-1-trityl-1H-indazol-5-ylamine

HRID 1038059노트

반응식

HRID 1038059 반응식
[O:1]1[CH2:6][CH:5]=[C:4]([C:7]2[C:15]3[C:10](=[CH:11][CH:12]=[C:13]([N+:16]([O-])=O)[CH:14]=3)[N:9]([C:19]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[N:8]=2)[CH2:3][CH2:2]1>CO.[Pd]>[O:1]1[CH2:2][CH:3]=[C:4]([C:7]2[C:15]3[C:10](=[CH:11][CH:12]=[C:13]([NH2:16])[CH:14]=3)[N:9]([C:19]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)([C:32]3[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=3)[C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[N:8]=2)[CH2:5][CH2:6]1.[O:1]1[CH2:6][CH2:5][CH:4]([C:7]2[C:15]3[C:10](=[CH:11][CH:12]=[C:13]([NH2:16])[CH:14]=3)[N:9]([C:19]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)([C:32]3[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=3)[C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[N:8]=2)[CH2:3][CH2:2]1

참가 물질

5

반응물 1

HCID 674194943-(3,6-Dihydro-2H-pyran-4-yl)-5-nitro-1-trityl-1H-indazole

생성물 2

HCID 674191893-(3,6-dihydro-2H-pyran-4-yl)-1-trityl-1H-indazol-5-ylamineHCID 674211453-(tetrahydro-pyran-4-yl)-1-trityl-1H-indazol-5-ylamine

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

To a solution of 3-(3,6-Dihydro-2H-pyran-4-yl)-5-nitro-1-trityl-1H-indazole (100 mg, 0.2 mmol) in methanol was added and Pd/C (10%, 20 mg). The reaction mixture was evacuated under vacuum and hydrogen gas was filled. After repeated three times the reaction was kept under hydrogen atmosphere overnight at room temperature. LCMS showed the starting material was consumed completely and both 3-(3,6-dihydro-2H-pyran-4-yl)-1-trityl-1H-indazol-5-ylamine and 3-(tetrahydro-pyran-4-yl)-1-trityl-1H-indazol-5-ylamine were obtained. The two products were separated using prep-HPLC to give both product in 60% and 40% yield respectively.

후처리

  1. customThe reaction mixture was evacuated under vacuum and hydrogen gas
  2. additionwas filled
  3. customwas consumed completely

출처 및 근거

ORD 기록
ord-19c0a2dde73148eabefa60eb5540a332
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08546404B2

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