Hydrochloric Acid → (1S,2R,3S)-3-[6'-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-3,4,5,6-tetrahydro-2H-1,2'-bipyridinyl-4-ylamino]cyclohexane-1,2-diol

HRID 2175107Notes

Reaction equation

HRID 2175107 reaction equation
Cl.CC1(C)[O:7][C@H:6]2[CH2:8][CH2:9][CH2:10][C@H:11]([NH:12][CH:13]3[CH2:18][CH2:17][N:16]([C:19]4[CH:24]=[CH:23][CH:22]=[C:21]([C:25]5[CH:34]=[CH:33][C:32]6[C:31]([CH3:36])([CH3:35])[CH2:30][CH2:29][C:28]([CH3:38])([CH3:37])[C:27]=6[CH:26]=5)[N:20]=4)[CH2:15][CH2:14]3)[C@H:5]2[O:4]1>CO>[CH3:35][C:31]1([CH3:36])[CH2:30][CH2:29][C:28]([CH3:37])([CH3:38])[C:27]2[CH:26]=[C:25]([C:21]3[N:20]=[C:19]([N:16]4[CH2:15][CH2:14][CH:13]([NH:12][C@H:11]5[CH2:10][CH2:9][CH2:8][C@H:6]([OH:7])[C@@H:5]5[OH:4])[CH2:18][CH2:17]4)[CH:24]=[CH:23][CH:22]=3)[CH:34]=[CH:33][C:32]1=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67248776((3aR,4S,7aS)-2,2-Dimethylhexahydrobenzo-1,3-dioxol-4-yl)-[6'-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-3,4,5,6-tetrahydro-2H-1,2'-bipyridinyl-4-yl]amine

Product 1

HCID 68380891(1S,2R,3S)-3-[6'-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-3,4,5,6-tetrahydro-2H-1,2'-bipyridinyl-4-ylamino]cyclohexane-1,2-diol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

10 ml of 1.25 N HCl in methanol are added to 168 mg of ((3aR,4S,7aS)-2,2-dimethylhexahydrobenzo-1,3-dioxol-4-yl)-[6′-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-3,4,5,6-tetrahydro-2H-1,2′-bipyridinyl-4-yl]amine, and the mixture is stirred at room temperature overnight. The reaction mixture is evaporated and dried under high vacuum. The product is in the form of the hydrochloride.

Workup

  1. customThe reaction mixture is evaporated
  2. customdried under high vacuum

Sources & evidence

ORD record
ord-433ebb3ac91c4cb095c29cedcf15a5d2
Source dataset
uspto-grants-2015_06
Patent number
US09062015B2

Reaction notes

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