N,N-Dimethylethylenediamine → Nicotinamide

HRID 2262231Notes

Reaction equation

HRID 2262231 reaction equation
ClC1N=C(N2CCOCC2)C2SC([C:11]3[CH:12]=[C:13]([C:17]([OH:19])=O)[CH:14]=[N:15][CH:16]=3)=CC=2N=1.C[N:27](C)CCN>>[N:15]1[CH:16]=[CH:11][CH:12]=[C:13]([C:17]([NH2:27])=[O:19])[CH:14]=1

Participants

3

Reactant 2

HCID 66053N,N-DimethylethylenediamineHCID 86618438HCID 86618438, compound

Product 1

HCID 936Nicotinamide

Procedure

5-(2-Chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)pyridine-3-carboxylic acid (40 mg) was reacted with N,N-dimethylethylenediamine via General Procedure B to yield 5-(2-chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)-N-(2-dimethylamino)ethyl)pyridine-3-carboxamide. Crude 5-(2-chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)-N-(2-dimethylamino)ethyl)pyridine-3-carboxamide (46 mg) was coupled to 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole 7 via General Procedure A to yield 22.3 mg of 343. MS (Q1) 529.0 (M)+

Sources & evidence

ORD record
ord-cd5981fe02ec45b28b6b0269044a6084
Source dataset
uspto-grants-2010_12
Patent number
US07846929B2

Reaction notes

Loading…