Methanol → 8-(4-(4-(4-Chlorophenyl)phthalazin-1-ylamino)phenoxy)-1,5-naphthyridin-3-ol

HRID 503654ノート

反応式

HRID 503654 の反応式
C([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13]([O:19][C:20]3[CH:25]=[CH:24][C:23]([NH:26][C:27]4[C:36]5[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=5)[C:30]([C:37]5[CH:42]=[CH:41][C:40]([Cl:43])=[CH:39][CH:38]=5)=[N:29][N:28]=4)=[CH:22][CH:21]=3)=[CH:14][CH:15]=[N:16]2)=[N:11][CH:10]=1)C1C=CC=CC=1.CO.[H][H]>C(Cl)Cl.[Pd]>[Cl:43][C:40]1[CH:41]=[CH:42][C:37]([C:30]2[C:31]3[C:36](=[CH:35][CH:34]=[CH:33][CH:32]=3)[C:27]([NH:26][C:23]3[CH:22]=[CH:21][C:20]([O:19][C:13]4[CH:14]=[CH:15][N:16]=[C:17]5[C:12]=4[N:11]=[CH:10][C:9]([OH:8])=[CH:18]5)=[CH:25][CH:24]=3)=[N:28][N:29]=2)=[CH:38][CH:39]=1

参加物

6

反応物 3

HCID 887MethanolHCID 67316920N-(4-(7-(benzyloxy)-1,5-naphthyridin-4-yloxy)phenyl)-4-(4-chlorophenyl)phthalazin-1-amineHCID 178418361HCID 178418361、化合物

生成物 1

HCID 1359647108-(4-(4-(4-Chlorophenyl)phthalazin-1-ylamino)phenoxy)-1,5-naphthyridin-3-ol

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 6344Dichloromethane溶媒

実験手順

A round bottom flask was charged with N-(4-(7-(benzyloxy)-1,5-naphthyridin-4-yloxy)phenyl)-4-(4-chlorophenyl)phthalazin-1-amine (400 mg, 687 μmol), 10% Pd/C (73.1 mg, 687 μmol) and 3.4 mL MeOH. The flask was fitted with a hydrogen-filled balloon and the mixture was stirred overnight. The mixture was diluted with DCM and filtered through Celite. The filtrate was concentrated and the crude material was purified by reverse phase chromatography, Gilson, 10-90% 0.1% TFA/ACN in water over 15 min to provide 8-(4-(4-(4-chlorophenyl)phthalazin-1-ylamino)phenoxy)-1,5-naphthyridin-3-ol as a light yellow solid. MS: [M+H]=492.

後処理

  1. additionfilled balloon
  2. filtrationfiltered through Celite
  3. concentrationThe filtrate was concentrated
  4. customthe crude material was purified by reverse phase chromatography, Gilson, 10-90% 0.1% TFA/ACN in water over 15 min

出典と根拠

ORDレコード
ord-1124947f6ac54331aa12f60a5e667e4c
出典データセット
uspto-grants-2010_08
特許番号
US07776857B2

反応ノート

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