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

HRID 1401780Notes

Reaction equation

HRID 1401780 reaction equation
Cl.[CH3:2][C:3]1([CH3:25])[CH2:12][CH2:11][CH2:10][C:9]2[CH:8]=[C:7]([C:13]3[N:14]=[C:15]([N:18]4[CH2:23][CH2:22][CH:21]([NH2:24])[CH2:20][CH2:19]4)[S:16][CH:17]=3)[CH:6]=[CH:5][C:4]1=2.CC1(C)[O:31][C@@H:30]([CH:32]=O)[CH2:29][O:28]1.Cl.CO.Cl>>[CH3:2][C:3]1([CH3:25])[CH2:12][CH2:11][CH2:10][C:9]2[CH:8]=[C:7]([C:13]3[N:14]=[C:15]([N:18]4[CH2:23][CH2:22][CH:21]([NH:24][CH2:32][C@H:30]([OH:31])[CH2:29][OH:28])[CH2:20][CH2:19]4)[S:16][CH:17]=3)[CH:6]=[CH:5][C:4]1=2

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 259712(R)-2,2-dimethyl-1,3-dioxolane-4-carbaldehydeHCID 21893726Hydrochloride methanolHCID 683807081-[4-(5,5-Dimethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ylamine hydrochloride

Product 1

HCID 67323991(S)-3-{1-[4-(5,5-dimethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ylamino}propane-1,2-diol

Procedure

The preparation was carried out as already described above starting from 100 mg (0.27 mmol) of 1-[4-(5,5-dimethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ylamine hydrochloride and 34 mg (0.27 mmol) of (R)-2,2-dimethyl-1,3-dioxolane-4-carbaldehyde. The protecting group was cleaved off as described by means of a 1.25 N HCl/methanol solution. The product was converted into the hydrochloride.

Sources & evidence

ORD record
ord-d06b13f89fac4ff28bc376158d86c9b2
Source dataset
uspto-grants-2014_12
Patent number
US08907098B2

Reaction notes

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