Trifluoroacetic acid → HCID 86666583, compound

HRID 2088934Notes

Reaction equation

[N:1]1([CH2:6][CH2:7][N:8]2[CH:12]=[C:11]([CH2:13][CH2:14][C:15]([F:18])([F:17])[F:16])[N:10]=[C:9]2[CH:19]2[CH2:24][CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21][CH2:20]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35]>ClCCl>[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35].[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35].[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35].[F:18][C:15]([F:16])([F:17])[CH2:14][CH2:13][C:11]1[N:10]=[C:9]([CH:19]2[CH2:20][CH2:21][NH:22][CH2:23][CH2:24]2)[N:8]([CH2:7][CH2:6][N:1]2[CH2:2][CH2:3][CH2:4][CH2:5]2)[CH:12]=1

Participants

Conditions

Temperature: 0 °C

Procedure

Combine tert-butyl 4-(1-(2-(pyrrolidin-1-yl)ethyl)-4-(3,3,3-trifluoropropyl)-1H-imidazol-2-yl)piperidine-1-carboxylate (0.73 g, 1.64 mmol) and dichloromethane (16.2 mL). Place under nitrogen and cool to 0° C. Add trifluoroacetic acid (16.2 mL). After 1 hour, concentrate in vacuo to give 4-(4-(3,3,3-trifluoropropyl)-1-(2-(pyrrolidin-1-yl)ethyl)-1H-imidazol-2-yl)piperidine tris(2,2,2-trifluoroacetate) (1.12 g, 100%). MS (ES) m/z=345 [M]+.

Workup

concentrationconcentrate in vacuo

Sources & evidence

ORD record: ord-5c35bc4a7959461ea5b1a6953da6478c
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08436002B2

Reaction notes

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