Hydrochloric Acid → (3R,5S)-5-[({2-tert-butyl-4-[(3-methoxypropyl)amino]pyrimidin-5-yl}carbonyl)(2-methylpropyl)amino]piperidine-3-carboxylic acid dihydrochloride

HRID 2192854Notes

Reaction equation

HRID 2192854 reaction equation
C(OC([N:8]1[CH2:13][C@@H:12]([N:14]([C:19]([C:21]2[C:22]([NH:31][CH2:32][CH2:33][CH2:34][O:35][CH3:36])=[N:23][C:24]([C:27]([CH3:30])([CH3:29])[CH3:28])=[N:25][CH:26]=2)=[O:20])[CH2:15][CH:16]([CH3:18])[CH3:17])[CH2:11][C@@H:10]([C:37]([OH:39])=[O:38])[CH2:9]1)=O)(C)(C)C.O.[ClH:41]>O1CCOCC1>[ClH:41].[ClH:41].[C:27]([C:24]1[N:23]=[C:22]([NH:31][CH2:32][CH2:33][CH2:34][O:35][CH3:36])[C:21]([C:19]([N:14]([CH2:15][CH:16]([CH3:18])[CH3:17])[C@@H:12]2[CH2:13][NH:8][CH2:9][C@H:10]([C:37]([OH:39])=[O:38])[CH2:11]2)=[O:20])=[CH:26][N:25]=1)([CH3:29])([CH3:30])[CH3:28]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 59625174(3R*,5S*)-1-(tert-butoxycarbonyl)-5-[({2-tert-butyl-4-[(3-methoxypropyl)amino]pyrimidin-5-yl}carbonyl)(2-methylpropyl)amino]piperidine-3-carboxylic acid

Product 1

HCID 68431292(3R,5S)-5-[({2-tert-butyl-4-[(3-methoxypropyl)amino]pyrimidin-5-yl}carbonyl)(2-methylpropyl)amino]piperidine-3-carboxylic acid dihydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

(3R,5S)-1-(tert-Butoxycarbonyl)-5-[({2-tert-butyl-4-[(3-methoxypropyl)amino]pyrimidin-5-yl}carbonyl)(isobutyl)amino]piperidine-3-carboxylic acid (102 mg) was dissolved in 1,4-dioxane (3 ml), water (100 μl) and 6 N hydrochloric acid (3 ml) were added and the mixture was stirred at room temperature for 3.5 hr. The reaction mixture was concentrated under reduced pressure to give the object compound (99 mg).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-488cd3831da5486f9f122d7d320240ee
Source dataset
uspto-grants-2012_12
Patent number
US08329691B2

Reaction notes

Loading…