Trifluoroacetic acid → HCID 118691678, compound

HRID 927018Notes

Reaction equation

[CH2:1]([O:3][C:4]([C:6]1[CH:7]([C:25]2[CH:30]=[CH:29][C:28]([C:31]#[N:32])=[CH:27][C:26]=2[C:33]2[CH2:34][CH2:35][N:36](C(OC(C)(C)C)=O)[CH2:37][CH:38]=2)[N:8]([CH3:24])[C:9](=[O:23])[N:10]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:14]=2)[C:11]=1[CH3:12])=[O:5])[CH3:2].FC(F)(F)C(O)=O>>[CH2:1]([O:3][C:4]([C:6]1[CH:7]([C:25]2[CH:30]=[CH:29][C:28]([C:31]#[N:32])=[CH:27][C:26]=2[C:33]2[CH2:34][CH2:35][NH:36][CH2:37][CH:38]=2)[N:8]([CH3:24])[C:9](=[O:23])[N:10]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:14]=2)[C:11]=1[CH3:12])=[O:5])[CH3:2]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 118691684HCID 118691684, compound

Product 1

HCID 118691678HCID 118691678, compound

Procedure

4-[2-(1-tert-Butoxycarbonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-4-cyano-phenyl]-3,6-dimethyl-2-oxo-1-(3-trifluoromethyl-phenyl)-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester (example 15.10) (35 mg, 0.06 mmol) is suspended with aqueous trifluoroacetic acid (95%, 2 mL). The reaction mixture is shaken for 15 min, evaporated and the product is purified by reversed phase HPLC. Yield: 7.2 mg; ESI mass spectrum [M+H]+=525; Retention time HPLC: 0.56 min (HPLC method X018_S01).

Workup

customevaporated
customthe product is purified by reversed phase HPLC
custom0.56 min (HPLC method X018_S01)

Sources & evidence

ORD record: ord-d71b709c5f4f498ba11d0808222f533e
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09290457B2

Reaction notes

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