Trifluoroacetic acid → 1-{2-[6-(1,4-Oxazepan-4-yl)pyrimidin-4-yl]-3-oxo-2,3-dihydro-1H-pyrazol-4-yl}-1H-imidazole-4-carbonitrile

HRID 562481Notes

Reaction equation

C[N:2]([CH:4]=[C:5]([N:11]1[CH:15]=[C:14]([C:16]#[N:17])[N:13]=[CH:12]1)[C:6]([O:8]CC)=O)C.[NH:18]([C:20]1[N:25]=[CH:24][N:23]=[C:22]([N:26]2[CH2:32][CH2:31][CH2:30][O:29][CH2:28][CH2:27]2)[CH:21]=1)N.FC(F)(F)C(O)=O>O>[O:29]1[CH2:30][CH2:31][CH2:32][N:26]([C:22]2[N:23]=[CH:24][N:25]=[C:20]([N:18]3[C:6](=[O:8])[C:5]([N:11]4[CH:15]=[C:14]([C:16]#[N:17])[N:13]=[CH:12]4)=[CH:4][NH:2]3)[CH:21]=2)[CH2:27][CH2:28]1

Participants

Conditions

Temperature: 100 °C

Procedure

A mixture of 200 mg (0.9 mmol) of the compound from Example 6A, 178 mg (0.9 mmol) of the compound from Example 14A and 33 μl (49 mg, 0.4 mmol) of trifluoroacetic acid in 3 ml of water is stirred at 100° C. for 16 h. The precipitated solid is filtered off and washed first with water and then with diethyl ether. The product is dried under reduced pressure. Yield: 120 mg (40% of theory)

Workup

filtrationThe precipitated solid is filtered off
washwashed first with water
customThe product is dried under reduced pressure

Sources & evidence

ORD record: ord-6f9e748afd30451c8be9c4389f9ac56f
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08067407B2

Reaction notes

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