Potassium Carbonate → HCID 86619268, compound

HRID 2403431Notes

Reaction equation

Br[CH2:2][C:3]1[S:11][C:10]2[C:9]([N:12]3[CH2:17][CH2:16][O:15][CH2:14][CH2:13]3)=[N:8][C:7]([Cl:18])=[N:6][C:5]=2[CH:4]=1.Cl.Cl.[CH3:21][S:22]([N:25]1[CH2:30][CH2:29][NH:28][CH2:27][CH:26]1[CH2:31][N:32]([CH3:34])[CH3:33])(=[O:24])=[O:23].C([O-])([O-])=O.[K+].[K+]>CC#N>[Cl:18][C:7]1[N:8]=[C:9]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[C:10]2[S:11][C:3]([CH2:2][N:28]3[CH2:29][CH2:30][N:25]([S:22]([CH3:21])(=[O:24])=[O:23])[CH:26]([CH2:31][N:32]([CH3:34])[CH3:33])[CH2:27]3)=[CH:4][C:5]=2[N:6]=1

Participants

Conditions

Temperature: 80 °C

Procedure

To a mixture of 6-bromomethyl-2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidine (140 mg) and (1-methanesulfonyl-piperazin-2-ylmethyl)-dimethyl-amine dihydrochloride (140 mg) in dry MeCN (6 mL) was added K2CO3 (190 mg). The mixture was stirred at 80° C. for 4 h. An aqueous work-up followed by purification on silica gave [4-(2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)-1-methanesulfonyl-piperazin-2-ylmethyl]-dimethyl-amine (115 mg).

Workup

customAn aqueous work-up followed by purification on silica

Sources & evidence

ORD record: ord-17479cad8a484805a5eab433ff881b52
Source dataset: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08802670B2

Reaction notes

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