Trifluoroacetic acid → 5-(7-Methyl-4-morpholino-6-(piperazin-1-ylmethyl)thieno[3,2-d]pyrimidin-2-yl)pyrimidin-2-amine

HRID 391072Notes

Reaction equation

HRID 391072 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([N:32]3[CH2:37][CH2:36][O:35][CH2:34][CH2:33]3)[C:11]3[S:16][C:15]([CH2:17][N:18]4[CH2:23][CH2:22][N:21](C(OC(C)(C)C)=O)[CH2:20][CH2:19]4)=[C:14]([CH3:31])[C:12]=3[N:13]=2)=[CH:4][N:3]=1.C(O)(C(F)(F)F)=O>>[CH3:31][C:14]1[C:12]2[N:13]=[C:8]([C:5]3[CH:6]=[N:7][C:2]([NH2:1])=[N:3][CH:4]=3)[N:9]=[C:10]([N:32]3[CH2:33][CH2:34][O:35][CH2:36][CH2:37]3)[C:11]=2[S:16][C:15]=1[CH2:17][N:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 56648672Tert-butyl 4-((2-(2-aminopyrimidin-5-yl)-7-methyl-4-morpholinothieno[3,2-d]pyrimidin-6-yl)methyl)piperazine-1-carboxylate

Product 1

HCID 566486735-(7-Methyl-4-morpholino-6-(piperazin-1-ylmethyl)thieno[3,2-d]pyrimidin-2-yl)pyrimidin-2-amineYield 122.5%

Procedure

Tert-butyl 4-((2-(2-aminopyrimidin-5-yl)-7-methyl-4-morpholinothieno[3,2-d]pyrimidin-6-yl)methyl)piperazine-1-carboxylate (75 mg) was treated with TFA and purified via reverse phase HPLC to give 74.4 mg of 358. MS (Q1) 427.2 (M)+.

Workup

  1. custompurified via reverse phase HPLC

Sources & evidence

ORD record
ord-5a1f4801a5084795b7af4ef2e81b18cb
Source dataset
uspto-grants-2013_02
Patent number
US08383620B2

Reaction notes

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