Tricyclo(3.3.1.1'3,7)dec-1-ylmethanol → 3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-1H-pyrazole

HRID 336573

反応式

HRID 336573 の反応式
[C:1]12([CH2:11]O)[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[CH3:13][C:14]1[C:18]([B:19]2[O:23][C:22]([CH3:25])([CH3:24])[C:21]([CH3:27])([CH3:26])[O:20]2)=[C:17]([CH3:28])[NH:16][N:15]=1.C(C=P(CCCC)(CCCC)CCCC)#N>C1(C)C=CC=CC=1>[CH3:13][C:14]1[C:18]([B:19]2[O:23][C:22]([CH3:24])([CH3:25])[C:21]([CH3:27])([CH3:26])[O:20]2)=[C:17]([CH3:28])[N:16]([CH2:11][C:1]23[CH2:10][CH:5]4[CH2:4][CH:3]([CH2:9][CH:7]([CH2:6]4)[CH2:8]2)[CH2:2]3)[N:15]=1

参加物

5

反応物 3

HCID 64556Tricyclo(3.3.1.1'3,7)dec-1-ylmethanolHCID 4622928CyanomethylenetributylphosphoraneHCID 162177133,5-Dimethylpyrazole-4-boronic acid, pinacol ester

生成物 1

HCID 866812543,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-1H-pyrazole

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To a solution of 1-adamantanemethanol (0.090 g), 3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (0.160 g) and cyanomethylenetributylphosphorane (0.215 g) were added and stirred together in toluene (2 mL) at room temperature. After stirring overnight the reaction was loaded directly onto silica gel and eluted using a gradient of 2% to 20% ethyl acetate/hexanes to provide the title compound.

後処理

  1. washeluted

出典と根拠

ORDレコード
ord-63ff3c89dfbb4fed8261f7af31e51bea
出典データセット
uspto-grants-2014_11
特許番号
US08889675B2

関連ノート

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