Trifluoroacetic acid → HCID 71227046, compound

HRID 2409938Notes

Reaction equation

HRID 2409938 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][CH2:12][C@H:11]([NH:15][C@@H:16]3[CH2:21][CH2:20][CH2:19][CH2:18][C@H:17]3[NH:22][C:23]3[CH:28]=[C:27](/[CH:29]=[CH:30]\[C:31]([O:33]C(C)(C)C)=[O:32])[CH:26]=[CH:25][N:24]=3)[CH2:10]2)=[CH:5][CH:4]=1)#[N:2].C(O)(C(F)(F)F)=O>C(Cl)Cl>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([N:9]2[CH2:14][CH2:13][CH2:12][C@H:11]([NH:15][C@@H:16]3[CH2:21][CH2:20][CH2:19][CH2:18][C@H:17]3[NH:22][C:23]3[CH:28]=[C:27](/[CH:29]=[CH:30]\[C:31]([OH:33])=[O:32])[CH:26]=[CH:25][N:24]=3)[CH2:10]2)=[CH:7][CH:8]=1)#[N:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 71227460HCID 71227460, compound

Product 1

HCID 71227046HCID 71227046, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a round bottom flask was aded (Z)-tert-butyl 3-(2-(((1R,2R)-2-(((S)-1-(4-cyanophenyl)piperidin-3-yl)amino)cyclohexyl)amino)pyridin-4-yl)acrylate (30 mg, 0.060 mmol), TFA (1 mL) and CH2Cl2 (1 mL). The reaction was stirred at rt overnight. The reaction was concentrated and dried to give (Z)-3-(2-(((1R,2R)-2-(((S)-1-(4-cyanophenyl)piperidin-3-yl)amino)cyclohexyl)amino)pyridin-4-yl)acrylic acid (29 mg, 0.049 mmol, 82% yield) as a beige solid. Anal. Calcd. for C26H31N5O2 m/z 445.5, found: 446.4 (M+H)+.

Workup

  1. customTo a round bottom flask was aded
  2. concentrationThe reaction was concentrated
  3. customdried

Sources & evidence

ORD record
ord-b2ad88d037ae4d3f8663b373f30b9eb1
Source dataset
uspto-grants-2014_08
Patent number
US08815909B2

Reaction notes

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