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Ethyl Acetate → {1-[4-(9-Fluoro-4-cyclopropylamino-3-phenyl-pyrimido[1,2-b]indazol-2-yl)phenyl]cyclobutyl}carbamic acid tert-butyl ester

HRID 877054
ノート
印刷プレビュー

反応式

HRID 877054 の反応式
Cl[C:2]1[C:15]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[C:14]([NH:22][CH:23]2[CH2:25][CH2:24]2)[N:5]2[N:6]=[C:7]3[C:12]([CH:11]=[C:10]([F:13])[CH:9]=[CH:8]3)=[C:4]2[N:3]=1.[C:26]([O:30][C:31](=[O:52])[NH:32][C:33]1([C:37]2[CH:42]=[CH:41][C:40](B3OC(C)(C)C(C)(C)O3)=[CH:39][CH:38]=2)[CH2:36][CH2:35][CH2:34]1)([CH3:29])([CH3:28])[CH3:27].C(=O)([O-])[O-].[Na+].[Na+].C(OCC)(=O)C>C(COC)OC.C1C=CC(P([C]2[CH][CH][CH][CH]2)C2C=CC=CC=2)=CC=1.C1C=CC(P([C]2[CH][CH][CH][CH]2)C2C=CC=CC=2)=CC=1.Cl[Pd]Cl.[Fe]>[C:26]([O:30][C:31](=[O:52])[NH:32][C:33]1([C:37]2[CH:38]=[CH:39][C:40]([C:2]3[C:15]([C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=4)=[C:14]([NH:22][CH:23]4[CH2:25][CH2:24]4)[N:5]4[N:6]=[C:7]5[C:12]([CH:11]=[C:10]([F:13])[CH:9]=[CH:8]5)=[C:4]4[N:3]=3)=[CH:41][CH:42]=2)[CH2:34][CH2:35][CH2:36]1)([CH3:29])([CH3:27])[CH3:28]
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

7

反応物 4

HCID 8857Ethyl AcetateHCID 10340Sodium CarbonateHCID 58326444tert-Butyl (1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclobutyl)carbamateHCID 86702530(2-Chloro-9-fluoro-3-phenylpyrimido[1,2-b]indazol-4-yl)cyclopropylamine

生成物 1

HCID 86702531{1-[4-(9-Fluoro-4-cyclopropylamino-3-phenyl-pyrimido[1,2-b]indazol-2-yl)phenyl]cyclobutyl}carbamic acid tert-butyl ester

試薬・触媒・溶媒 2

HCID 178477754HCID 178477754、化合物触媒HCID 80711,2-Dimethoxyethane溶媒

反応条件

温度
120 °C

実験手順

300 mg (0.9 mmol) (2-Chloro-9-fluoro-3-phenylpyrimido[1,2-b]indazol-4-yl)-cyclopropylamine, 444.4 mg (1.2 mmol) {1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclobutyl}carbamic acid tert-butyl ester, 1.6 mL aqueous sodium carbonate (10%) and 31.2 mg (0.04 mmol) 1,1 bis(diphenylphosphino)ferrocenedichloropalladium(II) were given in 2.9 mL dimethoxyethane and heated for 40′ in the microwave at 120° C. The reaction mixture was poured on water and ethyl acetate and stirred vigorously for 30 minutes. The organic phase was separated and washed twice with brine. After drying with sodium sulfate the solvent was removed and the crude residue (720 mg) was used in the next step without further purification.

後処理

  1. customThe organic phase was separated
  2. washwashed twice with brine
  3. dry with materialAfter drying with sodium sulfate the solvent
  4. customwas removed
  5. customthe crude residue (720 mg) was used in the next step without further purification

出典と根拠

ORDレコード
ord-301e7794ec2f4164952ae683171e6a4a
出典データセット
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08987286B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート