Acetone → SAR-407899 hydrochloride dihydrate

HRID 1908214ノート

反応式

HRID 1908214 の反応式
[ClH:1].[NH:2]1[CH2:7][CH2:6][CH:5]([O:8][C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[C:15](=[O:19])[NH:14][CH:13]=[CH:12]3)[CH2:4][CH2:3]1.CC(C)=[O:22]>O>[OH2:8].[OH2:22].[ClH:1].[NH:2]1[CH2:3][CH2:4][CH:5]([O:8][C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[C:15](=[O:19])[NH:14][CH:13]=[CH:12]3)[CH2:6][CH2:7]1

参加物

4

反応物 2

HCID 180AcetoneHCID 426359186-[(Piperidin-4-yl)oxy]isoquinolin-1(2H)-one--hydrogen chloride (1/1)

生成物 1

HCID 86675574SAR-407899 hydrochloride dihydrate

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
55 °C

実験手順

10 g crude 6-(Piperidin-4-yloxy)-2H-isoquinolin-1-one hydrochloride were dissolved in 25 mL water at 70 C. The solution was cooled to 55° C. and 75 mL acetone were added. The mixture was cooled to room temperature within 3 hours and left standing for two days for crystallization. After cooling (4° C.) for 6 hours the product was isolated via filtration, washed with acetone/water (3:1) and dried in vacuum. 7.9 g (purity 97.1%) of 6-(Piperidin-4-yloxy)-2H-isoquinolin-1-one hydrochloride dihydrate were obtained. Water content (Karl Fischer): 10.52% b) 8.5 g of crude 6-(Piperidin-4-yloxy)-2H-isoquinolin-1-one hydrochloride were dissolved in 21.5 mL water at 65° C. The temperature was lowered to 50° C. in 1 h and 32.3 mL acetone were added in 30 min. The temperature was lowered to 40° C. and the mixture was stirred for 3 h. The reaction mixture was chilled to ambient temperature. The crystalline material was collected, washed with water/acetone (⅓) and dried to yield 4.54 g (purity >99.9%) of 6-(Piperidin-4-yloxy)-2H-isoquinolin-1-one hydrochloride dihydrate. Water content (Karl Fischer) 10.6%

後処理

  1. temperatureThe mixture was cooled to room temperature within 3 hours
  2. waitleft
  3. customstanding for two days for crystallization
  4. temperatureAfter cooling (4° C.) for 6 hours the product
  5. customwas isolated via filtration
  6. washwashed with acetone/water (3:1)
  7. customdried in vacuum

出典と根拠

ORDレコード
ord-1df0432553a646159d0331fa21d53804
出典データセット
uspto-grants-2013_12
特許番号
US08598201B2

反応ノート

読み込み中…