Trifluoroacetic acid → HCID 10933529, compound

HRID 840422Notes

Reaction equation

HRID 840422 reaction equation
C(O)(=O)CC(CC(O)=O)(C(O)=O)O.ClC1C=C([C@H](CC[N:42]2[CH2:47][CH2:46][CH:45]([C:48]3[CH:53]=[CH:52][C:51]([O:54][CH3:55])=[CH:50][C:49]=3[S@:56]([CH3:58])=O)[CH2:44][CH2:43]2)CN(C)C(C2C3C(=CC=CC=3)C=C(C#N)C=2)=O)C=CC=1Cl.FC(F)(F)C(O)=O>>[CH3:55][O:54][C:51]1[CH:52]=[CH:53][C:48]([CH:45]2[CH2:46][CH2:47][NH:42][CH2:43][CH2:44]2)=[C:49]([S:56][CH3:58])[CH:50]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68505937HCID 68505937, compound

Product 1

HCID 10933529HCID 10933529, compound

Procedure

1-Benzyloxycarbonyl-4-[4-methoxy-2-methylthiophenyl]piperidine (Example 2) was N-deprotected using trifluoroacetic acid under standard conditions to give 4-[4-methoxy-2-methylthiophenyl]piperidine; 1H NMR (CDCl3) δ 7.15 (d, 1H), 6.76 (d, 1H), 6.69 (dd, 1H), 3.80 (s, 3H), 3.18 (dm, 2H), 3.01 (tt, 1H), 2.78 (td, 2H), 2.45 (s, 3H), 1.82 (dm, 2H), 1.66 (s, 1H), 1.58 (qd, 2H); MS m/z 238 (M+H).

Sources & evidence

ORD record
ord-bfba5bd3a5104df395ec97b97fd719ac
Source dataset
uspto-grants-2002_04
Patent number
US06365602B1

Reaction notes

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