Hydrochloric Acid → (1S,2R,3R)-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]cyclopentane-1,2-diol

HRID 2175101Notes

Reaction equation

HRID 2175101 reaction equation
[NH2:1][C@@H:2]1[CH2:6][CH2:5][C@H:4]([OH:7])[C@@H:3]1[OH:8].[CH3:9][C:10]1([CH3:35])[CH2:19][CH2:18][C:17]([CH3:21])([CH3:20])[C:16]2[CH:15]=[C:14]([C:22]3[N:27]=[C:26]([N:28]4[CH2:33][CH2:32][C:31](=O)[CH2:30][CH2:29]4)[CH:25]=[CH:24][CH:23]=3)[CH:13]=[CH:12][C:11]1=2.Cl>>[CH3:9][C:10]1([CH3:35])[CH2:19][CH2:18][C:17]([CH3:20])([CH3:21])[C:16]2[CH:15]=[C:14]([C:22]3[N:27]=[C:26]([N:28]4[CH2:33][CH2:32][CH:31]([NH:1][C@@H:2]5[CH2:6][CH2:5][C@H:4]([OH:7])[C@@H:3]5[OH:8])[CH2:30][CH2:29]4)[CH:25]=[CH:24][CH:23]=3)[CH:13]=[CH:12][C:11]1=2

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 13497978(1S,2R,3R)-3-aminocyclopentane-1,2-diolHCID 672484016'-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-2,3,5,6-tetrahydro-1,2'-bipyridinyl-4-one

Product 1

HCID 68380827(1S,2R,3R)-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]cyclopentane-1,2-diol

Procedure

The preparation is carried out analogously to FS1007 starting from 31 mg (0.199 mmol) of (1S,2R,3R)-3-aminocyclopentane-1,2-diol and 80 mg (0.199 mmol) of 6′-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-2,3,5,6-tetrahydro-1,2′-bipyridinyl-4-one. The product is in the form of the hydrochloride.

Sources & evidence

ORD record
ord-1064d90151784389bb5c50b9f8e20d3b
Source dataset
uspto-grants-2015_06
Patent number
US09062015B2

Reaction notes

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