3-Bromo-2-methyl-1-benzothiophene → N,N-dimethyl-1-((2-(2-methylbenzo[b]thiophen-3-yl)-4-morpholinothieno[3,2-d]pyrimidin-6-yl)methyl)piperidin-4-amine

HRID 1945805Notes

Reaction equation

HRID 1945805 reaction equation
[CH3:1][N:2]([CH3:38])[CH:3]1[CH2:8][CH2:7][N:6]([CH2:9][C:10]2[S:18][C:17]3[C:16]([N:19]4[CH2:24][CH2:23][O:22][CH2:21][CH2:20]4)=[N:15][C:14]([Sn](CCCC)(CCCC)CCCC)=[N:13][C:12]=3[CH:11]=2)[CH2:5][CH2:4]1.Br[C:40]1[C:41]2[CH:49]=[CH:48][CH:47]=[CH:46][C:42]=2[S:43][C:44]=1[CH3:45]>>[CH3:1][N:2]([CH3:38])[CH:3]1[CH2:8][CH2:7][N:6]([CH2:9][C:10]2[S:18][C:17]3[C:16]([N:19]4[CH2:24][CH2:23][O:22][CH2:21][CH2:20]4)=[N:15][C:14]([C:40]4[C:41]5[CH:49]=[CH:48][CH:47]=[CH:46][C:42]=5[S:43][C:44]=4[CH3:45])=[N:13][C:12]=3[CH:11]=2)[CH2:5][CH2:4]1

Participants

3

Reactant 2

HCID 8218643-Bromo-2-methyl-1-benzothiopheneHCID 59605498Dimethyl-[1-(4-morpholin-4-yl-2-(tributylstannanyl)thieno[3,2-d]pyrimidin-6-ylmethyl)piperidin-4-yl]amine

Product 1

HCID 49832939N,N-dimethyl-1-((2-(2-methylbenzo[b]thiophen-3-yl)-4-morpholinothieno[3,2-d]pyrimidin-6-yl)methyl)piperidin-4-amine

Procedure

Following General Procedure G for Stille coupling, N,N-dimethyl-1-((4-morpholino-2-(tributylstannyl)thieno[3,2-d]pyrimidin-6-yl)methyl)piperidin-4-amine and 3-bromo-2-methylbenzo[b]thiophene were reacted to give 229. LCMS m/z: 508.7 (MH+)

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-8c5b38a8831b4132926f90200d4416df
Source dataset
uspto-grants-2013_03
Patent number
US08394796B2

Reaction notes

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