Hydrochloric Acid → HCID 24945989, compound

HRID 1365441Notes

Reaction equation

HRID 1365441 reaction equation
ClC1N=C(N2CCOCC2)C2SC(CN3CCN(C(OC(C)(C)C)=O)CC3)=C(C)C=2N=1.Cl.[CH3:33][O:34][C:35]1[N:40]=[C:39]([O:41][CH3:42])[C:38]([C:43]2[N:44]=[C:45]([N:60]3[CH2:65][CH2:64][O:63][CH2:62][CH2:61]3)[C:46]3[S:51][C:50]([CH2:52][N:53]4[CH2:58][CH2:57][NH:56][CH2:55][CH2:54]4)=[C:49]([CH3:59])[C:47]=3[N:48]=2)=[CH:37][N:36]=1.[C:66](O)(=[O:70])[C@H:67]([CH3:69])[OH:68]>>[CH3:33][O:34][C:35]1[N:40]=[C:39]([O:41][CH3:42])[C:38]([C:43]2[N:44]=[C:45]([N:60]3[CH2:65][CH2:64][O:63][CH2:62][CH2:61]3)[C:46]3[S:51][C:50]([CH2:52][N:53]4[CH2:58][CH2:57][N:56]([C:66](=[O:70])[C@@H:67]([OH:68])[CH3:69])[CH2:55][CH2:54]4)=[C:49]([CH3:59])[C:47]=3[N:48]=2)=[CH:37][N:36]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 107689L-Lactic AcidHCID 56648760Tert-butyl 4-((2-chloro-7-methyl-4-morpholinothieno[3,2-d]pyrimidin-6-yl)methyl)piperazine-1-carboxylateHCID 66934269HCID 66934269, compound

Product 1

HCID 24945989HCID 24945989, compound

Procedure

Tert-butyl 4-((2-chloro-7-methyl-4-morpholinothieno[3,2-d]pyrimidin-6-yl)methyl)piperazine-1-carboxylate (75 mg) was reacted with 2,4-dimethoxypyrimidin-5-yl-5-boronic acid via General Procedure A. This crude intermediate was subjected to General Procedure D in which the crude HCl salt of 2-(2,4-dimethoxypyrimidin-5-yl)-7-methyl-4-morpholino-6-((piperazin-1-yl)methyl)thieno[3,2-d]pyrimidine was reacted with L-Lactic acid via General Procedure B to give 17.2 mg of 406 after reverse phase HPLC purification. MS (Q1) 544.2 (M)+.

Sources & evidence

ORD record
ord-8baf4cfbc7114ca4be6fa16127cc4539
Source dataset
uspto-grants-2011_02
Patent number
US07888352B2

Reaction notes

Loading…