HCID 59624544、化合物 → HCID 178511619、化合物

HRID 1943465ノート

反応式

HRID 1943465 の反応式
[Br:1][C:2]1[N:7]=[C:6]([NH:8][C:9]2[C:10]3[N:11]([C:16]([C:19]([NH:21][C:22]4[CH:27]=[CH:26][N:25]=[CH:24][C:23]=4[F:28])=[O:20])=[CH:17][N:18]=3)[N:12]=[C:13](Cl)[CH:14]=2)[CH:5]=[CH:4][CH:3]=1.[C@H:29]1([NH2:36])[CH2:34][CH2:33][C@H:32]([NH2:35])[CH2:31][CH2:30]1>CN1C(=O)CCC1>[NH2:35][C@H:32]1[CH2:33][CH2:34][C@H:29]([NH:36][C:13]2[CH:14]=[C:9]([NH:8][C:6]3[CH:5]=[CH:4][CH:3]=[C:2]([Br:1])[N:7]=3)[C:10]3[N:11]([C:16]([C:19]([NH:21][C:22]4[CH:27]=[CH:26][N:25]=[CH:24][C:23]=4[F:28])=[O:20])=[CH:17][N:18]=3)[N:12]=2)[CH2:30][CH2:31]1

参加物

4

反応物 2

HCID 59624544HCID 59624544、化合物HCID 178511674HCID 178511674、化合物

生成物 1

HCID 178511619HCID 178511619、化合物収率 71%

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
100 °C

実験手順

A mixture of 8-(6-bromopyridin-2-ylamino)-6-chloro-N-(3-fluoropyridin-4-yl)imidazo[1,2-b]pyridazine-3-carboxamide (550 mg, 1.189 mmol) and (trans)-cyclohexane-1,4-diamine (1086 mg, 9.51 mmol) in NMP (4 mL) was heated at 100° C. overnight. The reaction mixture was cooled to room temperature and poured onto ice. The resulting yellow solid was collected by filtration and rinsed with water. The still wet solid pad was concentrated from DCM/MeOH 3 times until dryness. The solid residue was treated with a small amount of MeOH, and the yellow solid was collected by filtration and dried under vacuum to give the title compound (456 mg, 71%). HPLC Rt=2.870 min (Chromolith SpeedROD 4.6×50 mm, 10-90% aqueous methanol containing 0.1% TFA, 4 min gradient, monitored at 220 nm), [M+H]=542.

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. additionpoured onto ice
  3. filtrationThe resulting yellow solid was collected by filtration
  4. washrinsed with water
  5. concentrationThe still wet solid pad was concentrated from DCM/MeOH 3 times until dryness
  6. additionThe solid residue was treated with a small amount of MeOH
  7. filtrationthe yellow solid was collected by filtration
  8. customdried under vacuum

出典と根拠

ORDレコード
ord-58c8c8da6cf8486b80c3ac25b54b1320
出典データセット
uspto-grants-2013_03
特許番号
US08389527B2

反応ノート

読み込み中…