Hydrochloric Acid → 4-Amino-1-(toluene-4-sulfonyl)-piperidine-4-carboxylic acid (4-ethyl-phenyl)-amide
Reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]([C:14]2([NH2:30])[CH2:19][CH2:18][N:17]([S:20]([C:23]3[CH:28]=[CH:27][C:26]([CH3:29])=[CH:25][CH:24]=3)(=[O:22])=[O:21])[CH2:16][CH2:15]2)=[O:13])=[CH:7][CH:6]=1)(C)(C)[CH3:2].Cl.C(OC(NC1(C(O)=O)CCN(S(C2C=CC(C)=CC=2)(=O)=O)CC1)=O)(C)(C)C.C(C1C=CC(N)=CC=1)C>>[CH2:1]([C:5]1[CH:6]=[CH:7][C:8]([NH:11][C:12]([C:14]2([NH2:30])[CH2:15][CH2:16][N:17]([S:20]([C:23]3[CH:24]=[CH:25][C:26]([CH3:29])=[CH:27][CH:28]=3)(=[O:22])=[O:21])[CH2:18][CH2:19]2)=[O:13])=[CH:9][CH:10]=1)[CH3:2]Participants
5
Procedure
In analogy to the procedure described for the synthesis of 4-Amino-1-(toluene-4-sulfonyl)-piperidine-4-carboxylic acid (4-tert-butyl-phenyl)-amide; hydrochloride (example 77) the title compound was prepared from 4-tert-Butoxycarbonylamino-1-(toluene-4-sulfonyl)-piperidine-4-carboxylic acid (example 77, step 2) and 4-ethyl-aniline with subsequent cleavage of the Boc group with HCl. The compound was purified with preparative HPLC on reversed phase. MS (m/e): 402.4 [(M+H)+].
Workup
- customThe compound was purified with preparative HPLC on reversed phase
Sources & evidence
- ORD record
- ord-d4fbde1036294bc1b3a133ba2287b9cc
- Source dataset
- uspto-grants-2013_03
- Patent number
- US08399676B2
Reaction notes
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