Water → 6-(2-{2-amino-5-[1-(2-oxo-2-piperidin-1-ylethyl)-1H-pyrazol-4-yl]pyridin-3-yl}-3H-benzimidazol-5-yl)-5-methyl-4,5-dihydro-2H-pyridazin-3-one

HRID 241407ノート

反応式

HRID 241407 の反応式
S([O-])(O)=O.[Na+].[NH2:6][C:7]1[C:12]([CH:13]=O)=[CH:11][C:10]([C:15]2[CH:16]=[N:17][N:18]([CH2:20][C:21](=[O:28])[N:22]3[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]3)[CH:19]=2)=[CH:9][N:8]=1.[NH2:29][C:30]1[CH:31]=[C:32]([C:37]2[CH:38]([CH3:44])[CH2:39][C:40](=[O:43])[NH:41][N:42]=2)[CH:33]=[CH:34][C:35]=1[NH2:36].O>CN(C=O)C>[NH2:6][C:7]1[C:12]([C:13]2[NH:29][C:30]3[CH:31]=[C:32]([C:37]4[CH:38]([CH3:44])[CH2:39][C:40](=[O:43])[NH:41][N:42]=4)[CH:33]=[CH:34][C:35]=3[N:36]=2)=[CH:11][C:10]([C:15]2[CH:16]=[N:17][N:18]([CH2:20][C:21](=[O:28])[N:22]3[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]3)[CH:19]=2)=[CH:9][N:8]=1

参加物

6

反応物 4

HCID 962WaterHCID 34410526-(3,4-Diaminophenyl)-5-methyl-4,5-dihydropyridazin-3(2H)-oneHCID 23665763Sodium BisulfiteHCID 866648052-amino-5-[1-(2-oxo-2-piperidin-1-ylethyl)-1H-pyrazol-4-yl]pyridine-3-carbaldehyde

生成物 1

HCID 509233096-(2-{2-amino-5-[1-(2-oxo-2-piperidin-1-ylethyl)-1H-pyrazol-4-yl]pyridin-3-yl}-3H-benzimidazol-5-yl)-5-methyl-4,5-dihydro-2H-pyridazin-3-one

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

5.2 110.07 μl (0.558 mmol) of 38-40% sodium hydrogensulfite solution are added to a solution of 70 mg (0.223 mmol) of 2-amino-5-[1-(2-oxo-2-piperidin-1-ylethyl)-1H-pyrazol-4-yl]pyridine-3-carbaldehyde and 58.51 mg (0.268 mmol) of 6-(3,4-diaminophenyl)-5-methyl-4,5-dihydro-2H-pyridazin-3-one in 3 ml DMF, and the mixture is irradiated with microwaves for 30 min at 120° C. in the Biotage SmithSynthesizer. The reaction mixture is cooled to room temperature, and water is added. The precipitate is filtered off and washed with water and subsequently dried. The residue is purified by means of RP-HPLC: 6-(2-{2-amino-5-[1-(2-oxo-2-piperidin-1-ylethyl)-1H-pyrazol-4-yl]pyridin-3-yl}-3H-benzimidazol-5-yl)-5-methyl-4,5-dihydro-2H-pyridazin-3-one as yellow solid; HPLC-MS [M+H]+ 512.2;

後処理

  1. customthe mixture is irradiated with microwaves for 30 min at 120° C. in the Biotage SmithSynthesizer
  2. filtrationThe precipitate is filtered off
  3. washwashed with water
  4. customsubsequently dried
  5. customThe residue is purified by means of RP-HPLC

出典と根拠

ORDレコード
ord-b3020dfefdde46588362d792fa173a2b
出典データセット
uspto-grants-2014_02
特許番号
US08648201B2

反応ノート

読み込み中…