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

HRID 1401858Notes

Reaction equation

HRID 1401858 reaction equation
Cl.[NH2:2][C@@H:3]1[CH2:7][CH2:6][C@H:5]([OH:8])[C@@H:4]1[OH:9].[CH3:10][C:11]1([CH3:35])[CH2:20][CH2:19][C:18]([CH3:22])([CH3:21])[C:17]2[CH:16]=[C:15]([C:23]3[N:24]=[C:25]([N:28]4[CH2:33][CH2:32][C:31](=O)[CH2:30][CH2:29]4)[S:26][CH:27]=3)[CH:14]=[CH:13][C:12]1=2.Cl>>[CH3:10][C:11]1([CH3:35])[CH2:20][CH2:19][C:18]([CH3:21])([CH3:22])[C:17]2[CH:16]=[C:15]([C:23]3[N:24]=[C:25]([N:28]4[CH2:33][CH2:32][CH:31]([NH:2][C@@H:3]5[CH2:7][CH2:6][C@H:5]([OH:8])[C@@H:4]5[OH:9])[CH2:30][CH2:29]4)[S:26][CH:27]=3)[CH:14]=[CH:13][C:12]1=2

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 13497977(1S,2R,3R)-3-aminocyclopentane-1,2-diol hydrochlorideHCID 673225751-[4-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-one

Product 1

HCID 67323530(1S,2R,3R)-3-{1-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ylamino}cyclopentane-1,2-diol

Procedure

The preparation is carried out analogously starting from 24 mg (0.16 mmol) of (1S,2R,3R)-3-aminocyclopentane-1,2-diol hydrochloride and 60 mg (0.16 mmol) of 1-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]-piperidin-4-one. The product is in the form of the hydrochloride.

Sources & evidence

ORD record
ord-de097e8ddbb54fa9a7fc281b33f81aff
Source dataset
uspto-grants-2014_12
Patent number
US08907098B2

Reaction notes

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