Hydrochloric Acid → HCID 68926892, compound

HRID 385684Notes

Reaction equation

[O:1]1[C:10]2[CH:9]=[C:8]([CH2:11][N:12]([CH:20]3[CH2:25][CH2:24][N:23]([CH2:26][CH2:27][N:28]4[C:37]5[C:32](=[N:33][C:34]([CH3:39])=[C:35]([F:38])[CH:36]=5)[CH:31]=[CH:30][C:29]4=[O:40])[CH2:22][CH2:21]3)C(=O)OC(C)(C)C)[N:7]=[CH:6][C:5]=2[O:4][CH2:3][CH2:2]1.[ClH:41]>C(O)(C)C>[ClH:41].[O:1]1[C:10]2[CH:9]=[C:8]([CH2:11][NH:12][CH:20]3[CH2:25][CH2:24][N:23]([CH2:26][CH2:27][N:28]4[C:37]5[C:32](=[N:33][C:34]([CH3:39])=[C:35]([F:38])[CH:36]=5)[CH:31]=[CH:30][C:29]4=[O:40])[CH2:22][CH2:21]3)[N:7]=[CH:6][C:5]=2[O:4][CH2:3][CH2:2]1

Participants

Conditions

Temperature: 60 °C

Procedure

To a solution of 0.48 g of tert-butyl (2,3-dihydro(1,4)dioxino(2,3-c)pyridin-7-ylmethyl)(1-(2-(7-fluoro-6-methyl-2-oxo-1,5-naphthyridin-1(2H)-yl)ethyl)piperidin-4-yl)carbamate in 4.7 mL of isopropyl alcohol, 0.44 mL of concentrated hydrochloric acid was added, the temperature was increased to 60° C. and the mixture was stirred for 3 hours. The reaction mixture was cooled to room temperature, and the solid was filtered off to obtain 0.33 g of 1-(2-(4-((2,3-dihydro(1,4)dioxino(2,3-c)pyridin-7-ylmethyl)amino)piperidin-1-yl)ethyl)-7-fluoro-6-methyl-1,5-naphthyridin-2(1H)-one hydrochloride as a white solid.

Workup

temperatureThe reaction mixture was cooled to room temperature
filtrationthe solid was filtered off

Sources & evidence

ORD record: ord-ad0be7bafb4e4ca9a5cbd92d9f2a6553
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08367831B2

Reaction notes

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