(3aR,4S,7aS)-2,2-dimethylhexahydrobenzo-1,3-dioxol-4-ylamine → ((3aR,4S,7aS)-2,2-Dimethylhexahydrobenzo-1,3-dioxol-4-yl)-[6'-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-3,4,5,6-tetrahydro-2H-1,2'-bipyridinyl-4-yl]amine

HRID 2175106Notes

Reaction equation

HRID 2175106 reaction equation
[CH3:1][C:2]1([CH3:12])[O:6][C@H:5]2[CH2:7][CH2:8][CH2:9][C@H:10]([NH2:11])[C@H:4]2[O:3]1.[CH3:13][C:14]1([CH3:39])[CH2:23][CH2:22][C:21]([CH3:25])([CH3:24])[C:20]2[CH:19]=[C:18]([C:26]3[N:31]=[C:30]([N:32]4[CH2:37][CH2:36][C:35](=O)[CH2:34][CH2:33]4)[CH:29]=[CH:28][CH:27]=3)[CH:17]=[CH:16][C:15]1=2>C1COCC1>[CH3:1][C:2]1([CH3:12])[O:6][C@H:5]2[CH2:7][CH2:8][CH2:9][C@H:10]([NH:11][CH:35]3[CH2:34][CH2:33][N:32]([C:30]4[CH:29]=[CH:28][CH:27]=[C:26]([C:18]5[CH:17]=[CH:16][C:15]6[C:14]([CH3:39])([CH3:13])[CH2:23][CH2:22][C:21]([CH3:25])([CH3:24])[C:20]=6[CH:19]=5)[N:31]=4)[CH2:37][CH2:36]3)[C@H:4]2[O:3]1

Participants

4

Reactant 2

HCID 67248314(3aR,4S,7aS)-2,2-dimethylhexahydrobenzo-1,3-dioxol-4-ylamineHCID 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 67248776((3aR,4S,7aS)-2,2-Dimethylhexahydrobenzo-1,3-dioxol-4-yl)-[6'-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-3,4,5,6-tetrahydro-2H-1,2'-bipyridinyl-4-yl]amine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The preparation is carried out analogously to FS1008 in THF starting from 62 mg (0.360 mmol) of (3aR,4S,7aS)-2,2-dimethylhexahydrobenzo-1,3-dioxol-4-ylamine and 145 mg (0.360 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 purification is carried out by means of flash chromatography on silica gel.

Workup

  1. customThe purification

Sources & evidence

ORD record
ord-d4c10d4f62d645b88ec2471e5e38b6df
Source dataset
uspto-grants-2015_06
Patent number
US09062015B2

Reaction notes

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