N,N-Dimethylethylenediamine → Benzamide
Reaction equation
ClC1N=C(N2CCOCC2)C2SC([C:11]3[CH:12]=[C:13]([CH:17]=[CH:18][CH:19]=3)[C:14](O)=[O:15])=CC=2N=1.C[N:27](C)CCN>>[C:14]([NH2:27])(=[O:15])[C:13]1[CH:17]=[CH:18][CH:19]=[CH:11][CH:12]=1Participants
3
Procedure
3-(2-Chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)benzoic acid (60 mg) was reacted with N,N-dimethylethlenediamine via General Procedure B to yield 3-(2-chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)-N-(2-dimethylamino)ethyl)benzamide. Crude 3-(2-chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)-N-(2-dimethylamino)ethyl)benzamide (73 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 16 mg of 340. MS (Q1) 528.0 (M)+
Sources & evidence
- ORD record
- ord-43a5769292e444399696990ee6bf6e8c
- Source dataset
- uspto-grants-2013_05
- Patent number
- US08450315B2
Reaction notes
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