2,4,6-Trivinylboroxin-Pyridine Complex → 4-Ethoxy-9-methyl-2-piperazin-1-yl-7-(4-vinylphenyl)-thieno[2,3-d:4,5-d']dipyrimidine

HRID 556400Notes

Reaction equation

HRID 556400 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([CH3:30])[C:11]3[C:16]4[N:17]=[C:18]([N:24]5[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]5)[N:19]=[C:20]([O:21][CH2:22][CH3:23])[C:15]=4[S:14][C:12]=3[N:13]=2)=[CH:4][CH:3]=1.B1(C=C)OB([CH:37]=[CH2:38])OB(C=C)O1.C1C=CN=CC=1>>[CH2:22]([O:21][C:20]1[C:15]2[S:14][C:12]3[N:13]=[C:8]([C:5]4[CH:6]=[CH:7][C:2]([CH:37]=[CH2:38])=[CH:3][CH:4]=4)[N:9]=[C:10]([CH3:30])[C:11]=3[C:16]=2[N:17]=[C:18]([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)[N:19]=1)[CH3:23]

Participants

3

Reactant 2

HCID 27348062,4,6-Trivinylboroxin-Pyridine ComplexHCID 597550637-(4-Bromophenyl)-4-ethoxy-9-methyl-2-piperazin-1-yl-thieno[2,3-d:4,5-d']dipyrimidine

Product 1

HCID 597550854-Ethoxy-9-methyl-2-piperazin-1-yl-7-(4-vinylphenyl)-thieno[2,3-d:4,5-d']dipyrimidine

Procedure

The title substance was prepared by coupling 7-(4-bromophenyl)-4-ethoxy-9-methyl-2-piperazin-1-yl-thieno[2,3-d:4,5-d′]dipyrimidine with 2,4,6-trivinylcyclotriboroxane-pyridine complex in analogy to Example 3. ESI-MS [m/z]: 433, melting point: 165-166° C.

Workup

  1. customThe title substance was prepared

Sources & evidence

ORD record
ord-ada8e9d253744a17bf762f3aee00ba91
Source dataset
uspto-grants-2011_11
Patent number
US08058285B2

Reaction notes

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