4-((5-(Tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl)methyl)morpholine → 2-Amino-N-(2,6-dimethyl-pyridin-4-yl)-5-(5-morpholin-4-ylmethyl-thiophen-2-yl)-nicotinamide

HRID 919226Notes

Reaction equation

HRID 919226 reaction equation
[NH2:1][C:2]1[N:18]=[CH:17][C:16](Br)=[CH:15][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[C:11]([CH3:13])[N:10]=[C:9]([CH3:14])[CH:8]=1)=[O:5].[N:20]1([CH2:26][C:27]2[S:31][C:30](B3OC(C)(C)C(C)(C)O3)=[CH:29][CH:28]=2)[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1>>[NH2:1][C:2]1[N:18]=[CH:17][C:16]([C:30]2[S:31][C:27]([CH2:26][N:20]3[CH2:21][CH2:22][O:23][CH2:24][CH2:25]3)=[CH:28][CH:29]=2)=[CH:15][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[C:11]([CH3:13])[N:10]=[C:9]([CH3:14])[CH:8]=1)=[O:5]

Participants

3

Reactant 2

HCID 467390464-((5-(Tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl)methyl)morpholineHCID 710608472-Amino-5-bromo-N-(2,6-dimethyl-pyridin-4-yl)-nicotinamide

Product 1

HCID 710611512-Amino-N-(2,6-dimethyl-pyridin-4-yl)-5-(5-morpholin-4-ylmethyl-thiophen-2-yl)-nicotinamide

Procedure

Reaction of 2-amino-5-bromo-N-(2,6-dimethyl-pyridin-4-yl)-nicotinamide with 5-(4-morpholinylmethyl)thiophene-2-boronic acid pinacol ester gives the compound “A26”; HPLC/MS: 1.09 min, [M+H]=424;

Workup

  1. customgives the compound “A26”
  2. custom1.09 min, [M+H]=424

Sources & evidence

ORD record
ord-e2a21f10591c4f339d6146cba9d64e94
Source dataset
uspto-grants-2016_03
Patent number
US09273029B2

Reaction notes

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