Hydrochloric Acid → HCID 86713695, compound

HRID 1430569Notes

Reaction equation

HRID 1430569 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([NH:9][C:10]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([F:19])=[C:15]([CH2:20][N:21]3[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)[CH:14]=2)=[O:11])=[CH:4][C:3]=1[C:27]1[C:28](=[O:42])[N:29]([CH2:40][CH3:41])[C:30]2[C:35]([CH:36]=1)=[CH:34][N:33]=[C:32]([NH:37][CH:38]=[O:39])[CH:31]=2.Cl>CC#N>[ClH:1].[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([NH:9][C:10]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([F:19])=[C:15]([CH2:20][N:21]3[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)[CH:14]=2)=[O:11])=[CH:4][C:3]=1[C:27]1[C:28](=[O:42])[N:29]([CH2:40][CH3:41])[C:30]2[C:35]([CH:36]=1)=[CH:34][N:33]=[C:32]([NH:37][CH:38]=[O:39])[CH:31]=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 71584878HCID 71584878, compound

Product 1

HCID 86713695HCID 86713695, compoundYield 195.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A suspension of N-(3-(2-chloro-4-fluoro-5-(3-(4-fluoro-3-(morpholinomethyl)phenyl)ureido)phenyl)-1-ethyl-2-oxo-1,2-dihydro-1,6-naphthyridin-7-yl)formamide (33 mg, 0.055 mmol) in MeCN (2 mL) was treated with 0.1N HCl (580 μL, 0.058 mmol), frozen and lyophilized to afford N-(3-(2-chloro-4-fluoro-5-(3-(4-fluoro-3-(morpholinomethyl)phenyl)ureido)phenyl)-1-ethyl-2-oxo-1,2-dihydro-1,6-naphthyridin-7-yl)formamide hydrochloride (34 mg, 91% yield). MS (ESI) m/z: 597.2 [M+H]+.

Workup

  1. temperaturefrozen

Sources & evidence

ORD record
ord-48b7b2799b4a4413b01db647ba0415ec
Source dataset
uspto-grants-2015_01
Patent number
US08940756B2

Reaction notes

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