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Water → Isobutyl 4-(4-(2-(difluoromethyl)phenyl)pyrimidin-2-yl)piperazine-1-carboxylate

HRID 2266956
ノート
印刷プレビュー

反応式

HRID 2266956 の反応式
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([N:8]2[CH2:13][CH2:12][N:11]([C:14]([O:16][CH2:17][CH:18]([CH3:20])[CH3:19])=[O:15])[CH2:10][CH2:9]2)[N:3]=1.[F:21][CH:22]([F:38])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1B1OC(C)(C)C(C)(C)O1.C([O-])([O-])=O.[K+].[K+].O>C(#N)C.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[F:21][CH:22]([F:38])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([N:8]2[CH2:13][CH2:12][N:11]([C:14]([O:16][CH2:17][CH:18]([CH3:20])[CH3:19])=[O:15])[CH2:10][CH2:9]2)[N:3]=1
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 962WaterHCID 11430Potassium CarbonateHCID 58857071Isobutyl 1-(4-chloropyrimidin-2-yl)piperazine-4-carboxylateHCID 592645882-[2-(Difluoromethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

生成物 1

HCID 16097306Isobutyl 4-(4-(2-(difluoromethyl)phenyl)pyrimidin-2-yl)piperazine-1-carboxylate

試薬・触媒・溶媒 2

HCID 178418397
HCID 178418397、化合物
触媒
HCID 6342Acetonitrile溶媒

反応条件

温度
120 °C

実験手順

To a solution of the isobutyl 4-(4-chloropyrimidin-2-yl)piperazine-1-carboxylate 8a and 2-(2-(difluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 11a (1.2 eq) in acetonitrile was added Pd(PPh3)4 (0.10 eq), K2CO3 (2 eq) and water. The vial was sealed and heated by microwave irradiation at 120° C. for 15 minutes. The solvent was evaporated and the residue was dissolved in DMF and purified by reverse phase HPLC (using 10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA) to give 24. m/z 391.1 (M+1), r.t: 3.59 (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)).

後処理

  1. customThe vial was sealed
  2. customThe solvent was evaporated
  3. dissolutionthe residue was dissolved in DMF
  4. custompurified by reverse phase HPLC (

出典と根拠

ORDレコード
ord-6d0acf4e72944227b563d2a4c7a3fd83
出典データセット
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07858786B2

反応ノート

読み込み中…

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