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

반응식

HRID 336573 반응식
[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

참가 물질

5

반응물 3

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

생성물 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

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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.

후처리

  1. washeluted

출처 및 근거

ORD 기록
ord-63ff3c89dfbb4fed8261f7af31e51bea
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08889675B2

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