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

HRID 2175103Notes

Reaction equation

HRID 2175103 reaction equation
[NH2:1][CH2:2][CH2:3][C@H:4]([OH:7])[CH2:5][OH:6].[CH3:8][C:9]1([CH3:34])[CH2:18][CH2:17][C:16]([CH3:20])([CH3:19])[C:15]2[CH:14]=[C:13]([C:21]3[N:26]=[C:25]([N:27]4[CH2:32][CH2:31][C:30](=O)[CH2:29][CH2:28]4)[CH:24]=[CH:23][CH:22]=3)[CH:12]=[CH:11][C:10]1=2.Cl>>[CH3:8][C:9]1([CH3:34])[CH2:18][CH2:17][C:16]([CH3:19])([CH3:20])[C:15]2[CH:14]=[C:13]([C:21]3[N:26]=[C:25]([N:27]4[CH2:32][CH2:31][CH:30]([NH:1][CH2:2][CH2:3][C@H:4]([OH:7])[CH2:5][OH:6])[CH2:29][CH2:28]4)[CH:24]=[CH:23][CH:22]=3)[CH:12]=[CH:11][C:10]1=2

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 55281176(2S)-4-aminobutane-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 68380414(S)-4-[6'-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-3,4,5,6-tetrahydro-2H-1,2'-bipyridinyl-4-ylamino]butane-1,2-diol

Procedure

The preparation is carried out analogously to FS1008 starting from 21 mg (0.199 mmol) of (S)-4-aminobutane-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-ae490deeaa24489aac2dc038c7fa9d40
Source dataset
uspto-grants-2015_06
Patent number
US09062015B2

Reaction notes

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