Hydrochloric Acid → HCID 117925565, compound

HRID 2277424Notes

Reaction equation

HRID 2277424 reaction equation
C(OC([N:8]1[CH2:11][CH:10]([NH:12][C:13]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[N:16]([CH2:23][C:24]3[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=3)[C:15](=[O:31])[C:14]=2[C:32]#[N:33])[CH2:9]1)=O)(C)(C)C.[ClH:34]>O1CCOCC1>[ClH:34].[NH:8]1[CH2:11][CH:10]([NH:12][C:13]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[N:16]([CH2:23][C:24]3[CH:25]=[CH:26][C:27]([F:30])=[CH:28][CH:29]=3)[C:15](=[O:31])[C:14]=2[C:32]#[N:33])[CH2:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 70873818HCID 70873818, compound

Product 1

HCID 117925565HCID 117925565, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of 3-[3-Cyano-1-(4-fluoro-benzyl)-2-oxo-1,2-dihydro-quinolin-4-ylamino]-azetidine-1-carboxylic acid tert-butyl ester (0.250 g, 0.56 mmole) in 1,4-dioxane (2 mL) was treated with 4N HCl in dioxane (5.0 ml). Reaction stirred for 24 h before concentrating to residue and triturating with diethyl ether to afford 4-(Azetidin-3-ylamino)-1-(4-fluoro-benzyl)-2-oxo-1,2-dihydro-quinoline-3-carbonitrile hydrochloride salt as a yellow solid (0.194 g, quantitative yield, calc M+H 349, obs M+H 349).

Workup

  1. customReaction
  2. concentrationbefore concentrating to residue
  3. customtriturating with diethyl ether

Sources & evidence

ORD record
ord-ba6b185a70c44723b35dabd5814b4443
Source dataset
uspto-grants-2015_09
Patent number
US09133164B2

Reaction notes

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