Methanol → 6-chloro-N-(3-fluoropyridin-4-yl)-8-(1-methyl-1H-pyrazol-3-ylamino)imidazo[1,2-b]pyridazine-3-carboxamide

HRID 1943425

反応式

HRID 1943425 の反応式
[CH3:1][N:2]1[CH:6]=[CH:5][C:4]([NH2:7])=[N:3]1.[H-].[Na+].Br[C:11]1[C:12]2[N:13]([C:18]([C:21]([NH:23][C:24]3[CH:29]=[CH:28][N:27]=[CH:26][C:25]=3[F:30])=[O:22])=[CH:19][N:20]=2)[N:14]=[C:15]([Cl:17])[CH:16]=1.CO>CN(C=O)C>[Cl:17][C:15]1[CH:16]=[C:11]([NH:7][C:4]2[CH:5]=[CH:6][N:2]([CH3:1])[N:3]=2)[C:12]2[N:13]([C:18]([C:21]([NH:23][C:24]3[CH:29]=[CH:28][N:27]=[CH:26][C:25]=3[F:30])=[O:22])=[CH:19][N:20]=2)[N:14]=1

参加物

6

反応物 4

HCID 887MethanolHCID 24758Sodium hydrideHCID 1372541-Methyl-3-aminopyrazoleHCID 596244958-Bromo-6-chloro-N-(3-fluoropyridin-4-yl)imidazo[1,2-b]pyridazine-3-carboxamide

生成物 1

HCID 596247206-chloro-N-(3-fluoropyridin-4-yl)-8-(1-methyl-1H-pyrazol-3-ylamino)imidazo[1,2-b]pyridazine-3-carboxamide収率 43.9%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 1-methyl-1H-pyrazol-3-amine (37.2 mg, 0.383 mmol) in DMF (0.8 mL) was added 60% NaH (14.10 mg, 0.353 mmol). The mixture was stirred for 10 min. Solid 8A (50 mg, 0.153 mmol) was added in one portion. The reaction mixture was stirred at room temperature for 3 h. Methanol (5 mL) was added and a solid precipitated that was collected by filtration and dried to give 18A (26 mg, 37%) as an off white solid. [M+H]=387. HPLC Peak Rt=2.753 minutes. (Chromolith column 4.6×50 mm eluting with 10-90% aqueous methanol over 4 minutes containing 0.1% TFA, 4 mL/min, monitoring at 254 nm.)

後処理

  1. stirringThe reaction mixture was stirred at room temperature for 3 h
  2. customa solid precipitated that
  3. filtrationwas collected by filtration
  4. customdried

出典と根拠

ORDレコード
ord-b8ebbba9c4d8421da8cf5d6f17387dc2
出典データセット
uspto-grants-2013_03
特許番号
US08389527B2

関連ノート

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