Dimethylamine → HCID 118264783, compound
Reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=2[C:11](O)=O)=[C:4]([N+:18]([O-])=O)[CH:3]=1.S(Cl)(Cl)=O.CNC.C[N:29](C)[C:30](=[O:48])[C:31]1[CH:36]=CC=C[C:32]=1SC1C=CC(Br)=CC=1[N+]([O-])=O.[H][H]>[C].[Pd]>[NH2:18][C:4]1[CH:3]=[C:2]([Br:1])[CH:7]=[CH:6][C:5]=1[S:8][C:9]1[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=1[CH2:11][C:31]([CH3:36])([CH3:32])[C:30]([NH2:29])=[O:48]Participants
Procedure
In order to achieve the above objects, a method for preparing a radiotracer precursor SnADAM of the present invention includes following steps. First, 2-[(4-bromo-2-nitrophenyl)thio]benzoic acid is activated by thionyl chloride (SOCl2) and reacted with dimethylamine to carry out an amidation reaction for production of N,N-Dimethyl-2-[(4-bromo-2-nitrophenyl)-thio]-benzamide. Then catalyze and reduce N,N-Dimethyl-2-[(4-bromo-2-nitrophenyl)thio]-benzamide by using palladium carbon catalyst and hydrogen gas to produce [2-((2-amino-4-bromo-phenyl)thio)benzyl]dimethylacetamide. Next, reduce [2-((2-amino-4-bromo-phenyl)thio)benzyl]dimethylacetamide by borane to produce N,N-dimethyl-2[(4-bromo-2-nitrophenyl)thio]-dimethylamine. Add bis(tri-n-butyltin) into N,N-dimethyl-2-[(4-bromo-2-nitrophenyl)thio]-dimethylamine for carrying out substitution reaction and using tris(dibenzylideneacetone)-dipalladium(0) as a catalyst so as to produce [2-((2-Amino-4-tri-n-butyltinphenyl)-thio)benzyl]-dimethylamine which is a radiotracer precursor. Thus SnADAM, the precursor of the radiotracer for imaging of serotonin transporter, can be produced at a fast rate and in a large quantity according to the steps mentioned above.
Workup
- customa method for preparing a radiotracer precursor SnADAM of the present invention
Sources & evidence
- ORD record
- ord-c1256558b7de46cfbb9cb03ba527ce83
- Source dataset
- uspto-grants-2015_08
- Patent number
- US09096623B1
Reaction notes
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