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

HRID 919228Notes

Reaction equation

HRID 919228 reaction equation
[NH2:1][C:2]1[C:7]([C:8]([NH:10][C:11]2[CH:16]=[CH:15][N:14]=[CH:13][N:12]=2)=[O:9])=[CH:6][C:5](Br)=[CH:4][N:3]=1.[N:18]1([CH2:24][C:25]2[S:29][C:28](B3OC(C)(C)C(C)(C)O3)=[CH:27][CH:26]=2)[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1.NC1N=CC(C2SC(CN3CCCCC3)=CC=2)=CC=1C(NC1C=CN=CC=1)=O>>[NH2:1][C:2]1[N:3]=[CH:4][C:5]([C:28]2[S:29][C:25]([CH2:24][N:18]3[CH2:19][CH2:20][O:21][CH2:22][CH2:23]3)=[CH:26][CH:27]=2)=[CH:6][C:7]=1[C:8]([NH:10][C:11]1[CH:16]=[CH:15][N:14]=[CH:13][N:12]=1)=[O:9]

Participants

4

Reactant 3

HCID 467390464-((5-(Tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl)methyl)morpholineHCID 710611572-amino-5-bromo-N-pyrimidin-4-yl-pyridine-3-carboxamideHCID 71061295HCID 71061295, compound

Product 1

HCID 710610822-Amino-5-(5-morpholin-4-ylmethyl-thiophen-2-yl)-N-pyrimidin-4-yl-nicotinamide

Procedure

6.2 “A27” is prepared from 2-amino-5-bromo-N-pyrimidin-4-yl-pyridine-3-carboxamide and 5-(4-morpholinylmethyl)thiophene-2-boronic acid pinacol ester according to step 2 of the synthesis of “A1”;

Sources & evidence

ORD record
ord-5c46b64175674a499f2ead956f75e2f8
Source dataset
uspto-grants-2016_03
Patent number
US09273029B2

Reaction notes

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