Trifluoroacetic acid → 3-(2-Bromo-phenyl)-1-methyl-7-(4-methyl-3-oxo-3,4-dihydro-2h-benzo[1,4]thiazin-7-ylamino)-3,4-dihydro-1h-pyrimido[4,5-d]pyrimidin-2-one

HRID 9731Notes

Reaction equation

[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[CH2:17][C:16]2[C:11](=[N:12][C:13](S(C)(=O)=O)=[N:14][CH:15]=2)[N:10]([CH3:22])[C:9]1=[O:23].[NH2:24][C:25]1[CH:36]=[CH:35][C:28]2[N:29]([CH3:34])[C:30](=[O:33])[CH2:31][S:32][C:27]=2[CH:26]=1.C(O)(C(F)(F)F)=O>CN1C(=O)CCC1.Cl>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[CH2:17][C:16]2[C:11](=[N:12][C:13]([NH:24][C:25]3[CH:36]=[CH:35][C:28]4[N:29]([CH3:34])[C:30](=[O:33])[CH2:31][S:32][C:27]=4[CH:26]=3)=[N:14][CH:15]=2)[N:10]([CH3:22])[C:9]1=[O:23]

Participants

Conditions

Temperature: 140 °C

Procedure

320 mg 3-(2-bromo-phenyl)-3,4-dihydro-7-methanesulphonyl-1-methylpyrimido-[4,5-d]pyrimidin-2(1H)-one and 626 mg 7-amino-4-methyl-4H-benzo[1,4]thiazin-3-one (starting material k)) in 4 ml NMP were treated with 92 mg TFA and heated to 140° C. for 12 hrs. The mixture was diluted with aqueous HCl and the precipitated product collected by filtration.

Workup

filtrationthe precipitated product collected by filtration

Sources & evidence

ORD record: ord-f840b6ad1baf4e27939b43cc47ae75b9
Source dataset: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07091345B2

Reaction notes

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