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 1038144ノート

反応式

HRID 1038144 の反応式
[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

参加物

5

反応物 1

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

生成物 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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-1c320df2efc84e8882543e64612b688b
出典データセット
uspto-grants-2013_10
特許番号
US08546404B2

反応ノート

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