Hydrochloric Acid → HCID 118116442, compound

HRID 1774660Notes

Reaction equation

HRID 1774660 reaction equation
[C:1]([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([N:15]2[CH2:20][CH2:19][CH2:18][C@H:17]([N:21](C(OC(C)(C)C)=O)C(OC(C)(C)C)=O)[CH2:16]2)[N:10]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].C(NC1C=CC=C(N2CCC[C@H](NC(OC(C)(C)C)=O)C2)N=1)(OC(C)(C)C)=O.[ClH:64]>>[ClH:64].[NH2:21][C@H:17]1[CH2:18][CH2:19][CH2:20][N:15]([C:11]2[N:10]=[C:9]([NH:8][C:1](=[O:2])[O:3][C:4]([CH3:6])([CH3:5])[CH3:7])[CH:14]=[CH:13][CH:12]=2)[CH2:16]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 118116474HCID 118116474, compoundHCID 118116780HCID 118116780, compound

Product 1

HCID 118116442HCID 118116442, compoundYield 90%

Procedure

A mixture of 114a and 114b (2.3 g, 4.69 mmol) in HCl (10 mL, 4 M in 1,4-dioxane, 40 mmol) was stirred at rt for 7 h. The reaction mixture was concentrated to give (S)-tert-butyl 6-(3-aminopiperidin-1-yl)pyridin-2-ylcarbamate hydrochloride 114c (1.39 g, 90%) as yellow solid which was used for the next step directly.

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-29f0e076d77e408ea819ed5900a75219
Source dataset
uspto-grants-2016_02
Patent number
US09260415B2

Reaction notes

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