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 2038704Notes

Reaction equation

HRID 2038704 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-fb041547b9cd4685abcc1b81898b69bb
Source dataset
uspto-grants-2013_11
Patent number
US08575336B2

Reaction notes

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