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 2039504Notes

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-9e06d73f45db46758ca98ed32085a60b
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08580778B2

Reaction notes

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