4-{[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl]methyl}morpholine → 2-Amino-N-(2-methyl-pyridin-4-yl)-5-(5-morpholin-4-ylmethyl-thiophen-3-yl)-nicotinamide

HRID 919217Notes

Reaction equation

HRID 919217 reaction equation
[NH2:1][C:2]1[N:17]=[CH:16][C:15](Br)=[CH:14][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9]([CH3:13])[CH:8]=1)=[O:5].CC1(C)C(C)(C)OB([C:27]2[CH:28]=[C:29]([CH2:32][N:33]3[CH2:38][CH2:37][O:36][CH2:35][CH2:34]3)[S:30][CH:31]=2)O1>>[NH2:1][C:2]1[N:17]=[CH:16][C:15]([C:27]2[CH:28]=[C:29]([CH2:32][N:33]3[CH2:34][CH2:35][O:36][CH2:37][CH2:38]3)[S:30][CH:31]=2)=[CH:14][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9]([CH3:13])[CH:8]=1)=[O:5]

Participants

3

Reactant 2

HCID 234383114-{[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl]methyl}morpholineHCID 710608352-amino-5-bromo-N-(2-methylpyridin-4-yl)nicotinamide

Product 1

HCID 710612302-Amino-N-(2-methyl-pyridin-4-yl)-5-(5-morpholin-4-ylmethyl-thiophen-3-yl)-nicotinamide

Procedure

Reaction of 2-amino-5-bromo-N-(2-methyl-pyridin-4-yl)-nicotinamide with 4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-thiophen-2-ylmethyl]-morpholine gives the compound “A15”;

Workup

  1. customgives the compound “A15”

Sources & evidence

ORD record
ord-b7dda7d09ea5479197cfc5de0341ee32
Source dataset
uspto-grants-2016_03
Patent number
US09273029B2

Reaction notes

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