Hydrochloric Acid → (1R,2S,3R)-3-{1-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ylamino}cyclohexane-1,2-diol

HRID 1401862Notes

Reaction equation

HRID 1401862 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[S:20][CH:21]=[C:22]([C:24]5[CH:33]=[CH:32][C:31]6[C:30]([CH3:35])([CH3:34])[CH2:29][CH2:28][C:27]([CH3:37])([CH3:36])[C:26]=6[CH:25]=5)[N:23]=4)[CH2:15][CH2:14]3)[C@@H:5]2[O:4]1>CO>[CH3:34][C:30]1([CH3:35])[CH2:29][CH2:28][C:27]([CH3:36])([CH3:37])[C:26]2[CH:25]=[C:24]([C:22]3[N:23]=[C:19]([N:16]4[CH2:17][CH2:18][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])[CH2:14][CH2:15]4)[S:20][CH:21]=3)[CH:33]=[CH:32][C:31]1=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67323175((3aS,4R,7aR)-2,2-dimethylhexahydrobenzo-1,3-dioxol-4-yl)-{1-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]-piperidin-4-yl}amine

Product 1

HCID 53311876(1R,2S,3R)-3-{1-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ylamino}cyclohexane-1,2-diol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3 ml of 1.25 N HCl in methanol are added to 45 mg of ((3aS,4R,7aR)-2,2-dimethylhexahydrobenzo-1,3-dioxol-4-yl)-{1-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-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-17ac6eadfef5416993df2e67b151f9a2
Source dataset
uspto-grants-2014_12
Patent number
US08907098B2

Reaction notes

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