Trifluoroacetic acid → HCID 67307132, compound

HRID 588532Notes

Reaction equation

HRID 588532 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C@H:9]1[CH2:13][CH2:12][CH2:11][N:10]1[C:14]1[CH:15]=[CH:16][C:17]2[N:18]([C:20]([NH:23][C:24]([N:26]3[CH2:29][CH:28]([NH:30]C(=O)OC(C)(C)C)[CH2:27]3)=[O:25])=[CH:21][N:22]=2)[N:19]=1.[C:38]([OH:44])([C:40]([F:43])([F:42])[F:41])=[O:39]>C(Cl)Cl>[F:41][C:40]([F:43])([F:42])[C:38]([OH:44])=[O:39].[NH2:30][CH:28]1[CH2:29][N:26]([C:24]([NH:23][C:20]2[N:18]3[N:19]=[C:14]([N:10]4[CH2:11][CH2:12][CH2:13][C@@H:9]4[C:3]4[CH:4]=[C:5]([F:8])[CH:6]=[CH:7][C:2]=4[F:1])[CH:15]=[CH:16][C:17]3=[N:22][CH:21]=2)=[O:25])[CH2:27]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 45274021HCID 45274021, compound

Product 1

HCID 67307132HCID 67307132, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(R)-tert-butyl 1-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-ylcarbamoyl)azetidin-3-ylcarbamate (Example 14; 10 mg, 0.019 mmol) was dissolved in 0.5 mL 50% TFA in DCM and stirred at ambient temperature for 2 hours. The reaction is concentrated, treated with ether, and concentrated again to yield the final product salt form as a white solid. MS (apci) m/z=414.2 (M+H).

Workup

  1. concentrationThe reaction is concentrated
  2. additiontreated with ether
  3. concentrationconcentrated again

Sources & evidence

ORD record
ord-b0aba4e5e45f4532a4310bbde1454ad9
Source dataset
uspto-grants-2016_01
Patent number
US09227975B2

Reaction notes

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