1,4-Dioxane hydrochloride → HCID 58226557, compound

HRID 1429257Notes

Reaction equation

[C:1]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C@@H:15]([C:16]3[C:44]([F:45])=[CH:43][C:19]4[N:20](COCC[Si](C)(C)C)[C:21]([C@@H:23]5[CH2:27][CH2:26][CH2:25][N:24]5C(OC(C)(C)C)=O)=[N:22][C:18]=4[CH:17]=3)[CH2:14][CH2:13][C@@H:12]2[C:46]2[C:74]([F:75])=[CH:73][C:49]3[N:50](COCC[Si](C)(C)C)[C:51]([C@H:53]4[CH2:57][CH2:56][CH2:55][N:54]4C(OC(C)(C)C)=O)=[N:52][C:48]=3[CH:47]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].Cl.O1CCOCC1>O1CCOCC1>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([N:11]2[C@@H:15]([C:16]3[C:44]([F:45])=[CH:43][C:19]4[N:20]=[C:21]([C@@H:23]5[CH2:27][CH2:26][CH2:25][NH:24]5)[NH:22][C:18]=4[CH:17]=3)[CH2:14][CH2:13][C@@H:12]2[C:46]2[C:74]([F:75])=[CH:73][C:49]3[N:50]=[C:51]([C@@H:53]4[CH2:57][CH2:56][CH2:55][NH:54]4)[NH:52][C:48]=3[CH:47]=2)=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

Conditions

Temperature: 50 °C

Procedure

To a solution of di-tert-butyl (2S,2′R)-2,2′-{[(2R,5R)-1-(4-tert-butylphenyl)pyrrolidine-2,5-diyl]bis(6-fluoro-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-benzimidazole-5,2-diyl)}dipyrrolidine-1-carboxylate (44 mg, 0.04 mmol) in dioxane (1 mL) was added 4 M HCl/dioxane (1 mL, 4.0 mmol) and the solution was stirred at 50° C. for 2 hours. The cooled solution was concentrated and placed under vacuum for 1 hour to provide the crude title compound that was used without purification.

Workup

concentrationThe cooled solution was concentrated
waitplaced under vacuum for 1 hour

Sources & evidence

ORD record: ord-243403ebcdcf4d5e8223fda330b25c7f
Source dataset: uspto-grants-2015_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08937150B2

Reaction notes

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