4-((5-(Tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl)methyl)morpholine → HCID 71061146, compound

HRID 919239Notes

Reaction equation

HRID 919239 reaction equation
[NH2:1][C:2]1[C:7]([C:8]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=2)=[O:9])=[CH:6][C:5](Br)=[CH:4][N:3]=1.[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:3]=[CH:4][C:5]([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:6][C:7]=1[C:8]([NH:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=1)=[O:9]

Participants

3

Reactant 2

HCID 467390464-((5-(Tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl)methyl)morpholineHCID 55043531HCID 55043531, compound

Product 1

HCID 71061146HCID 71061146, compound

Procedure

Reaction of 2-amino-5-bromo-N-(4-methoxyphenyl)pyridine-3-carboxamide with 5-(4-morpholinylmethyl)thiophene-2-boronic acid pinacol ester gives the compound “A39”; HPLC/MS: 1.46 min, [M+H]=425;

Workup

  1. customgives the compound “A39”
  2. custom1.46 min, [M+H]=425

Sources & evidence

ORD record
ord-e218418458b54e6dadb64abea7ac39e0
Source dataset
uspto-grants-2016_03
Patent number
US09273029B2

Reaction notes

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