Trifluoroacetic acid → HCID 86590950, compound

HRID 459990Notes

Reaction equation

HRID 459990 reaction equation
ClC1C(OC)=CC(OC)=C(Cl)C=1N1CC2C(=NC(NC)=NC=2)N(C2CCNCC2)C1=O.[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35].C(OC([N:46]1[CH2:51][CH2:50][CH:49]([N:52]2[C:57]3=[N:58][C:59]([NH:62][CH3:63])=[N:60][CH:61]=[C:56]3[CH2:55][N:54]([C:64]3[C:69]([F:70])=[C:68]([O:71][CH3:72])[CH:67]=[C:66]([O:73][CH3:74])[C:65]=3[F:75])[C:53]2=[O:76])[CH2:48][CH2:47]1)=O)(C)(C)C>>[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35].[F:70][C:69]1[C:68]([O:71][CH3:72])=[CH:67][C:66]([O:73][CH3:74])=[C:65]([F:75])[C:64]=1[N:54]1[CH2:55][C:56]2[C:57](=[N:58][C:59]([NH:62][CH3:63])=[N:60][CH:61]=2)[N:52]([CH:49]2[CH2:50][CH2:51][NH:46][CH2:47][CH2:48]2)[C:53]1=[O:76]

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acid2×HCID 18445158HCID 18445158, compoundHCID 86590951HCID 86590951, compound

Product 1

HCID 86590950HCID 86590950, compound

Procedure

3-(2,6-Difluoro-3,5-dimethoxy-phenyl)-7-methylamino-1-piperidin-4-yl-3,4-dihydro-1H-pyrimido[4,5-d]pyrimidin-2-one; compound with trifluoroacetic acid was synthesized in the same manner as 3-(2,6-dichloro-3,5-dimethoxy-phenyl)-7-methylamino-1-piperidin-4-yl-3,4-dihydro-1H-pyrimido[4,5-d]pyrimidin-2-one, compound with trifluoroacetic acid; however, 4-[3-(2,6-difluoro-3,5-dimethoxy-phenyl)-7-methylamino-2-oxo-3,4-dihydro-2H-pyrimido[4,5-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester (411 mg, 0.187 mmol) and trifluoroacetic acid (878 μL) were used to deliver the title compound (482 mg) as a white solid: HPLC=88% pure; mp 135° C.–140° C.; MS (APCI) 435.1, 436.1.

Sources & evidence

ORD record
ord-4ac1c417f3f7436aa5e6fc7650c7f4e8
Source dataset
uspto-grants-2007_03
Patent number
US07196090B2

Reaction notes

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