Hydrochloric Acid → 1-(4-((2-(2-Aminopyrimidin-5-yl)-7-methyl-4-morpholinothieno[3,2-d]pyrimidin-6-yl)methyl)piperazin-1-yl)-2-(methylsulfonyl)ethanone

HRID 391065Notes

Reaction equation

HRID 391065 reaction equation
Cl.[CH3:2][C:3]1[C:7]2[N:8]=[C:9]([C:18]3[CH:19]=[N:20][C:21]([NH2:24])=[N:22][CH:23]=3)[N:10]=[C:11]([N:12]3[CH2:17][CH2:16][O:15][CH2:14][CH2:13]3)[C:6]=2[S:5][C:4]=1[CH2:25][N:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1.[CH3:32][S:33]([CH2:36][C:37](O)=[O:38])(=[O:35])=[O:34]>>[NH2:24][C:21]1[N:20]=[CH:19][C:18]([C:9]2[N:10]=[C:11]([N:12]3[CH2:13][CH2:14][O:15][CH2:16][CH2:17]3)[C:6]3[S:5][C:4]([CH2:25][N:26]4[CH2:31][CH2:30][N:29]([C:37](=[O:38])[CH2:36][S:33]([CH3:32])(=[O:35])=[O:34])[CH2:28][CH2:27]4)=[C:3]([CH3:2])[C:7]=3[N:8]=2)=[CH:23][N:22]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 37328412-Methanesulfonylacetic acidHCID 566486735-(7-Methyl-4-morpholino-6-(piperazin-1-ylmethyl)thieno[3,2-d]pyrimidin-2-yl)pyrimidin-2-amine

Product 1

HCID 582339411-(4-((2-(2-Aminopyrimidin-5-yl)-7-methyl-4-morpholinothieno[3,2-d]pyrimidin-6-yl)methyl)piperazin-1-yl)-2-(methylsulfonyl)ethanoneYield 57.6%

Procedure

Crude HCl salt of 5-(7-methyl-4-morpholino-6-(piperazin-1-ylmethyl)thieno[3,2-d]pyrimidin-2-yl)pyrimidin-2-amine (74 mg) was reacted with 50 mg 2-(methylsulfonyl)acetic acid via General Procedure B to give 54.6 mg of 350 after reverse phase HPLC purification. MS (Q1) 547.2 (M)+.

Sources & evidence

ORD record
ord-7473ec6812674c3c9e66ad8d6c0f7aec
Source dataset
uspto-grants-2013_02
Patent number
US08383620B2

Reaction notes

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