Trifluoroacetic acid → HCID 118691689, compound

HRID 927017Notes

Reaction equation

HRID 927017 reaction equation
C(OC([N:8]1[CH2:13][CH:12]=[C:11]([C:14]2[CH:19]=[C:18]([C:20]#[N:21])[CH:17]=[CH:16][C:15]=2[CH:22]2[C:27]([C:28](=[O:30])[CH3:29])=[C:26]([CH3:31])[N:25]([C:32]3[CH:37]=[CH:36][CH:35]=[C:34]([C:38]([F:41])([F:40])[F:39])[CH:33]=3)[C:24](=[O:42])[N:23]2[CH3:43])[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>>[C:28]([C:27]1[CH:22]([C:15]2[CH:16]=[CH:17][C:18]([C:20]#[N:21])=[CH:19][C:14]=2[C:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH:10]=2)[N:23]([CH3:43])[C:24](=[O:42])[N:25]([C:32]2[CH:37]=[CH:36][CH:35]=[C:34]([C:38]([F:41])([F:40])[F:39])[CH:33]=2)[C:26]=1[CH3:31])(=[O:30])[CH3:29]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 118691687HCID 118691687, compound

Product 1

HCID 118691689HCID 118691689, compound

Procedure

4-{2-[5-Acetyl-3,6-dimethyl-2-oxo-1-(3-trifluoromethyl-phenyl)-1,2,3,4-tetrahydro-pyrimidin-4-yl]-5-cyano-phenyl}-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (example 5.6) (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: 25 mg; ESI mass spectrum [M+H]+=495; Retention time HPLC: 1.20 min (HPLC method Z018_S04).

Workup

  1. customevaporated
  2. customthe product is purified by reversed phase HPLC
  3. custom1.20 min (HPLC method Z018_S04)

Sources & evidence

ORD record
ord-b4eb731cd21c4ed0bf2249d6f27023df
Source dataset
uspto-grants-2016_03
Patent number
US09290457B2

Reaction notes

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