Hydrochloric Acid → HCID 59383093, compound

HRID 913156Notes

Reaction equation

HRID 913156 reaction equation
ClC1C=CC(CN2CCC(NC3C=CC(C#N)=CC=3)CC2)=CC=1OCC.C(OC([N:34]1[CH2:39][CH2:38][CH:37]([N:40](C(OC(C)(C)C)=O)[C:41]2[CH:46]=[CH:45][C:44]([O:47][CH2:48][CH:49]3[CH2:53][O:52]C(C)(C)[O:50]3)=[CH:43][N:42]=2)[CH2:36][CH2:35]1)=O)(C)(C)C.Cl>O1CCOCC1.C(O)C>[NH:34]1[CH2:35][CH2:36][CH:37]([NH:40][C:41]2[N:42]=[CH:43][C:44]([O:47][CH2:48][CH:49]([OH:50])[CH2:53][OH:52])=[CH:45][CH:46]=2)[CH2:38][CH2:39]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 24854967HCID 24854967, compoundHCID 67400893HCID 67400893, compound

Product 1

HCID 59383093HCID 59383093, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

The title compound was prepared in analogy to the procedure described for (5-methanesulfonyl-pyridin-2-yl)-piperidin-4-yl-amine (intermediate B16/step 2) from rac-4-{tert-butoxycarbonyl-[5-(2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-pyridin-2-yl]-amino}-piperidine-1-carboxylic acid tert-butyl ester by cleavage of both the BOC and the isopropylidene group with 4 M HCl in dioxane and ethanol at rt followed by ion exchange chromatography on Q-Sepharose Fast Flow. MS (ISP): 268.2 [M+H]+.

Workup

  1. customat rt

Sources & evidence

ORD record
ord-3d34a0fb6946426e8c77ee3062f47080
Source dataset
uspto-grants-2011_09
Patent number
US08026255B2

Reaction notes

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