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Benzenesulfonic Acid → 2-chloro-3-(1-cyano-1-methylethoxy)-N-{5-[{2-[(cyclopropylcarbonyl)amino][1,3]thiazolo[5,4-b]pyridin-5-yl}(methyl)amino]-2-fluorophenyl}benzamide benzenesulfonate

HRID 1800642
ノート
印刷プレビュー

反応式

HRID 1800642 の反応式
[Cl:1][C:2]1[C:34]([O:35][C:36]([C:39]#[N:40])([CH3:38])[CH3:37])=[CH:33][CH:32]=[CH:31][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[C:11]([N:13]([C:15]2[N:20]=[C:19]3[S:21][C:22]([NH:24][C:25]([CH:27]4[CH2:29][CH2:28]4)=[O:26])=[N:23][C:18]3=[CH:17][CH:16]=2)[CH3:14])[CH:10]=[CH:9][C:8]=1[F:30])=[O:5].[C:41]1([S:47]([OH:50])(=[O:49])=[O:48])[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1.O1CCCC1.CCCCCCC>C(OCC)(=O)C>[C:41]1([S:47]([OH:50])(=[O:49])=[O:48])[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1.[Cl:1][C:2]1[C:34]([O:35][C:36]([C:39]#[N:40])([CH3:38])[CH3:37])=[CH:33][CH:32]=[CH:31][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[C:11]([N:13]([C:15]2[N:20]=[C:19]3[S:21][C:22]([NH:24][C:25]([CH:27]4[CH2:29][CH2:28]4)=[O:26])=[N:23][C:18]3=[CH:17][CH:16]=2)[CH3:14])[CH:10]=[CH:9][C:8]=1[F:30])=[O:5]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 7371Benzenesulfonic AcidHCID 8028TetrahydrofuranHCID 8900HeptaneHCID 252063462-Chloro-3-[(2-Cyanopropan-2-Yl)oxy]-N-{5-[{2-[(Cyclopropylcarbonyl)amino][1,3]thiazolo[5,4-B]pyridin-5-Yl}(Methyl)amino]-2-Fluorophenyl}benzamide

生成物 1

HCID 252065002-chloro-3-(1-cyano-1-methylethoxy)-N-{5-[{2-[(cyclopropylcarbonyl)amino][1,3]thiazolo[5,4-b]pyridin-5-yl}(methyl)amino]-2-fluorophenyl}benzamide benzenesulfonate
収率 80%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
50 °C

実験手順

2-Chloro-3-(1-cyano-1-methylethoxy)-N-{5-[(2-[(cyclopropylcarbonyl)amino][1,3]thiazolo[5,4-b]pyridin-5-yl}(methyl)amino]-2-fluorophenyl)benzamide (150 mg, 0.259 mmol) produced in Example C122(xi) was dissolved in ethyl acetate (4 mL), and benzenesulfonic acid (185 mg, 1.05 mmol) was added. Tetrahydrofuran was added while stirring the obtained mixture at 50° C. to give a yellow solution, and the solution was stirred at 50° C. for 15 min. The solution was concentrated under reduced pressure, and tetrahydrofuran (4 mL) was added to the obtained oily residue to give a solution. Heptane was added at 50° C. to give a saturated solution, and the solution was cooled to room temperature. The crystallized crystals were collected by filtration, and dried to give the title compound (152 mg, 80%) as colorless crystals.

後処理

  1. customto give a yellow solution
  2. stirringthe solution was stirred at 50° C. for 15 min
  3. concentrationThe solution was concentrated under reduced pressure, and tetrahydrofuran (4 mL)
  4. additionwas added to the obtained oily residue
  5. customto give a solution
  6. customto give a saturated solution
  7. temperaturethe solution was cooled to room temperature
  8. filtrationThe crystallized crystals were collected by filtration
  9. customdried

出典と根拠

ORDレコード
ord-52b7c841cbbe4505833a9664e9e5feb2
出典データセット
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08344135B2

反応ノート

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