Trifluoroacetic acid → HCID 67650944, compound

HRID 356680Notes

Reaction equation

HRID 356680 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C@@H:11]([NH:14][C@@H:15]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH3:16])[C@H:10]([F:23])[CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[F:23][C@H:10]1[C@H:11]([NH:14][C@@H:15]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH3:16])[CH2:12][CH2:13][NH:8][CH2:9]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67652010HCID 67652010, compound

Product 1

HCID 67650944HCID 67650944, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Using a similar procedure to that described in Example 1, step 4, trans-1-tert-butoxycarbonyl-3-fluoro-4-[(1R)-1-phenylethylamino]piperidine (0.1147 g, 0.356 mmol) was reacted with trifluoroacetic acid (0.5 mL) in dichloromethane (1.0 mL) to give 75.6 mg (96%) of the title compound as a colourless oil. δH (250 MHz, CDCl3) 1.19 (1H, m), 1.35 (3H, d, J=6.6 Hz), 1.68 (1H, m), 2.40-2.73 (3H, m), 2.85 (1H, m), 3.26 (1H, m), 3.99 (1H, q, J=6.6 Hz), 4.28 (1H, two m, J=49.8 Hz), 7.20-7.35 (5H, m).

Sources & evidence

ORD record
ord-a59642f0afa14f33aa6dfffa958ddb91
Source dataset
uspto-grants-1998_11
Patent number
US05837715

Reaction notes

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