Water → HCID 86672806, compound

HRID 1755135Notes

Reaction equation

Cl.O1CCOCC1.O.C(OC([N:16]1[C:20](=[O:21])[C:19]2([CH2:26][CH2:25][N:24]([S:27]([CH2:30][CH2:31][C:32]3[CH:37]=[CH:36][C:35]([C:38]([O:40]C(C)(C)C)=[O:39])=[CH:34][C:33]=3[CH3:45])(=[O:29])=[O:28])[CH2:23][CH2:22]2)[N:18]=[C:17]1[C:46]1[CH:51]=[C:50]([C:52]([F:55])([F:54])[F:53])[CH:49]=[C:48]([O:56][CH2:57][CH2:58][C:59]#[CH:60])[CH:47]=1)=O)(C)(C)C>>[CH2:57]([O:56][C:48]1[CH:47]=[C:46]([C:17]2[NH:16][C:20](=[O:21])[C:19]3([CH2:26][CH2:25][N:24]([S:27]([CH2:30][CH2:31][C:32]4[CH:37]=[CH:36][C:35]([C:38]([OH:40])=[O:39])=[CH:34][C:33]=4[CH3:45])(=[O:29])=[O:28])[CH2:23][CH2:22]3)[N:18]=2)[CH:51]=[C:50]([C:52]([F:54])([F:55])[F:53])[CH:49]=1)[CH2:58][C:59]#[CH:60]

Participants

Reactant 3

HCID 962Water

HCID 204431481,4-Dioxane hydrochloride

HCID 86672805HCID 86672805, compound

Product 1

HCID 86672806HCID 86672806, compound

Procedure

4 M hydrochloric acid-dioxane (1.80 ml) and water (0.0173 ml, 0.960 mmol) were added to 8-[2-(4-tert-butoxycarbonyl-2-methyl-phenyl)-ethanesulfonyl]-2-(3-but-3-ynyloxy-5-trifluoromethyl-phenyl)-4-oxo-1,3,8-triaza-spiro[4.5]dec-1-ene-3-carboxylic acid tert-butyl ester (35.9 mg, 0.048 mmol), and the mixture was stirred at room temperature for five hours. The reaction solution was concentrated under reduced pressure to give 4-{2-[2-(3-but-3-ynyloxy-5-trifluoromethyl-phenyl)-4-oxo-1,3,8-triaza-spiro[4.5]dec-1-ene-8-sulfonyl]-ethyl}-3-methyl-benzoic acid as a white solid.

Workup

concentrationThe reaction solution was concentrated under reduced pressure

Sources & evidence

ORD record: ord-56de420621b643dca3d0b3859b7b8d09
Source dataset: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09169254B2

Reaction notes

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