Trifluoroacetic acid → HCID 22611608, compound

HRID 515384Notes

Reaction equation

HRID 515384 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH:11]1[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]1)[CH:6]=[CH:5]2.FC(F)(F)C(O)=O>O1CCCC1>[NH:14]1[CH2:15][CH2:16][CH:11]([N:7]2[C:8]3[C:4](=[CH:3][C:2]([NH2:1])=[CH:10][CH:9]=3)[CH:5]=[CH:6]2)[CH2:12][CH2:13]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86671003HCID 86671003, compound

Product 1

HCID 22611608HCID 22611608, compoundYield 38.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

tert-Butyl 4-(5-amino-1H-indol-1-yl)piperidine-1-carboxylate (7.95 mmol, 2.506 g) was stirred in tetrahydrofuran (10 mL)/trifluoroacetic acid (10 mL) at room temperature for 1 hour. The solvent was removed at reduced pressure. The resulting residue was passed down an SCX column to afford the title compound (660 mg).

Workup

  1. customThe solvent was removed at reduced pressure

Sources & evidence

ORD record
ord-812912a0f68a4739a6c23381c0fbf527
Source dataset
uspto-grants-2015_08
Patent number
US09108939B2

Reaction notes

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