[3-(Hydroxymethyl)phenyl]boronic acid → HCID 44206325, compound

HRID 2401922Notes

Reaction equation

HRID 2401922 reaction equation
[OH:1][CH2:2][C:3]1[CH:4]=[C:5](B(O)O)[CH:6]=[CH:7][CH:8]=1.[O:12]1[C:16]2[CH:17]=[CH:18][C:19]([C:21]3([C:24]([NH:26][C:27]4[CH:28]=[N:29][C:30]([CH3:34])=[C:31](Br)[CH:32]=4)=[O:25])[CH2:23][CH2:22]3)=[CH:20][C:15]=2[O:14][CH2:13]1.O1C2C=CC(C3(C(NC4C=NC(C)=C(C5C=CC=CC=5)C=4)=O)CC3)=CC=2OC1>>[O:12]1[C:16]2[CH:17]=[CH:18][C:19]([C:21]3([C:24]([NH:26][C:27]4[CH:28]=[N:29][C:30]([CH3:34])=[C:31]([C:5]5[CH:6]=[CH:7][CH:8]=[C:3]([CH2:2][OH:1])[CH:4]=5)[CH:32]=4)=[O:25])[CH2:23][CH2:22]3)=[CH:20][C:15]=2[O:14][CH2:13]1

Participants

4

Reactant 3

HCID 2734662[3-(Hydroxymethyl)phenyl]boronic acidHCID 442061041-(benzo[d][1,3]dioxol-5-yl)-N-(5-bromo-6-methylpyridin-3-yl)cyclopropanecarboxamideHCID 442063231-(benzo[d][1,3]dioxol-5-yl)-N-(6-methyl-5-phenylpyridin-3-yl)cyclopropanecarboxamide

Product 1

HCID 44206325HCID 44206325, compound

Procedure

1-(Benzo[d][1,3]dioxol-5-yl)-N-(5-(3-(hydroxymethyl)phenyl)-6-methylpyridin-3-yl)cyclopropanecarboxamide was prepared from 3-(hydroxymethyl)phenylboronic acid and 1-(benzo[d][1,3]dioxol-5-yl)-N-(5-bromo-6-methylpyridin-3-yl)cyclopropanecarboxamide in a manner analogous to that of 1-(benzo[d][1,3]dioxol-5-yl)-N-(6-methyl-5-phenylpyridin-3-yl)cyclopropanecarboxamide.

Sources & evidence

ORD record
ord-b22e4ee99f0d4dd2baeb260a6477431a
Source dataset
uspto-grants-2014_08
Patent number
US08796312B2

Reaction notes

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