Hydrochloric Acid → HCID 117925347, compound

HRID 2277434Notes

Reaction equation

HRID 2277434 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][CH2:24][O:25][CH2:26][CH3:27])[C:15](=[O:28])[C:14]=2[C:29]#[N:30])[CH2:9]1)=O)(C)(C)C.[ClH:31]>O1CCOCC1>[ClH:31].[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][CH2:24][O:25][CH2:26][CH3:27])[C:15](=[O:28])[C:14]=2[C:29]#[N:30])[CH2:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 70874243HCID 70874243, compound

Product 1

HCID 117925347HCID 117925347, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of 3-[3-Cyano-1-(2-ethoxy-ethyl)-2-oxo-1,2-dihydro-quinolin-4-ylamino]-azetidine-1-carboxylic acid tert-butyl ester (0.120 g, 0.29 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-(2-ethoxy-ethyl)-2-oxo-1,2-dihydro-quinoline-3-carbonitrile hydrochloride salt as a yellow solid (0.100 g, quantitative yield, calc M+H 313, obs M+H 313).

Workup

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

Sources & evidence

ORD record
ord-1c0e463d8ae6425ea2e095e872cf2538
Source dataset
uspto-grants-2015_09
Patent number
US09133164B2

Reaction notes

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