HCID 178436929, compound → ((3R,5S)-3,5-Dimethyl-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl-5'-yl)-{2-[6-(2-ethyl-5-fluoro-4-hydroxy-phenyl)-1H-indazol-3-yl]-1,4,6,7-tetrahydro-imidazo[4,5-c]pyridin-5-yl}-methanone

HRID 340054Notes

Reaction equation

HRID 340054 reaction equation
C(OC([N:8]1[C@@H:13]([CH3:14])[CH2:12][N:11]([C:15]2[CH:20]=[N:19][C:18]([C:21]([N:23]3[CH2:28][CH2:27][C:26]4[NH:29][C:30]([C:32]5[C:40]6[C:35](=[CH:36][C:37]([C:41]7[CH:46]=[C:45]([F:47])[C:44]([OH:48])=[CH:43][C:42]=7[CH2:49][CH3:50])=[CH:38][CH:39]=6)[NH:34][N:33]=5)=[N:31][C:25]=4[CH2:24]3)=[O:22])=[CH:17][N:16]=2)[CH2:10][C@H:9]1[CH3:51])=O)(C)(C)C>O1CCOCC1.Cl.O1CCOCC1>[CH3:14][C@H:13]1[NH:8][C@@H:9]([CH3:51])[CH2:10][N:11]([C:15]2[CH:20]=[N:19][C:18]([C:21]([N:23]3[CH2:28][CH2:27][C:26]4[NH:29][C:30]([C:32]5[C:40]6[C:35](=[CH:36][C:37]([C:41]7[CH:46]=[C:45]([F:47])[C:44]([OH:48])=[CH:43][C:42]=7[CH2:49][CH3:50])=[CH:38][CH:39]=6)[NH:34][N:33]=5)=[N:31][C:25]=4[CH2:24]3)=[O:22])=[CH:17][N:16]=2)[CH2:12]1

Participants

4

Reactant 1

HCID 178436929HCID 178436929, compound

Product 1

HCID 178436928((3R,5S)-3,5-Dimethyl-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl-5'-yl)-{2-[6-(2-ethyl-5-fluoro-4-hydroxy-phenyl)-1H-indazol-3-yl]-1,4,6,7-tetrahydro-imidazo[4,5-c]pyridin-5-yl}-methanone

Reagents, catalysts & solvents 2

HCID 312751,4-DioxaneSolventHCID 204431481,4-Dioxane hydrochlorideSolvent

Procedure

To a stirring solution of (3R,5S)-5′-{2-[6-(2-Ethyl-5-fluoro-4-hydroxy-phenyl)-1H-indazol-3-yl]-1,4,6,7-tetrahydro-imidazo[4,5-c]pyridine-5-carbonyl}-3,5-dimethyl-2,3,5,6-tetrahydro-[1,2′]bipyrazinyl-4-carboxylic acid tert-butyl ester (80 mg, 0.114 mmol) in dioxane (3 mL), 10% dioxane-HCl (2 mL) was added and the mixture stirred at RT for 18 hours. The reaction mass was evaporated in vacuo and the resulting solid triturated with ether to afford the title compound (HCl salt) as an off white solid (62 mg 91%).

Workup

  1. customThe reaction mass was evaporated in vacuo
  2. customthe resulting solid triturated with ether

Sources & evidence

ORD record
ord-695286858cbd4c6aae562777fcd1d654
Source dataset
uspto-grants-2014_11
Patent number
US08895544B2

Reaction notes

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