4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline → HCID 66750236, compound

HRID 75451Notes

Reaction equation

HRID 75451 reaction equation
Cl[C:2]1[N:7]=[C:6]([N:8]2[CH2:14][CH:13]3[O:15][CH:10]([CH2:11][CH2:12]3)[CH2:9]2)[CH:5]=[C:4]([C:16]([F:19])([F:18])[F:17])[N:3]=1.CC1(C)C(C)(C)OB([C:28]2[CH:34]=[CH:33][C:31]([NH2:32])=[CH:30][CH:29]=2)O1>>[CH:10]12[O:15][CH:13]([CH2:12][CH2:11]1)[CH2:14][N:8]([C:6]1[CH:5]=[C:4]([C:16]([F:19])([F:18])[F:17])[N:3]=[C:2]([C:28]3[CH:34]=[CH:33][C:31]([NH2:32])=[CH:30][CH:29]=3)[N:7]=1)[CH2:9]2

Participants

3

Reactant 2

HCID 27346204-(Tetramethyl-1,3,2-dioxaborolan-2-yl)anilineHCID 866659013-(2-Chloro-6-trifluoromethyl-pyrimidin-4-yl)-8-oxa-3-aza-bicyclo[3.2.1]octane

Product 1

HCID 66750236HCID 66750236, compoundYield 86%

Procedure

The title compound was prepared in 86% yield from 3-(2-chloro-6-trifluoromethyl-pyrimidin-4-yl)-8-oxa-3-aza-bicyclo[3.2.1]octane (63) and 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline, using the general procedure from scheme 2 for the preparation of 6. MS (ES+): 351.2 (M+H)+.

Workup

  1. customfor the preparation of 6

Sources & evidence

ORD record
ord-8a1eecaa50f14e23b2813f5934359884
Source dataset
uspto-grants-2014_09
Patent number
US08835429B2

Reaction notes

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