Hydrochloric Acid → HCID 86696589, compound

HRID 1854878Notes

Reaction equation

HRID 1854878 reaction equation
C(OC([NH:8][CH:9]1[CH2:18][C:17]2[C:12](=[CH:13][C:14]([C:19]3[CH:20]=[CH:21][N:22]4[C:27]([C:28]=3[CH3:29])=[C:26]([CH:30]3[CH2:32][CH2:31]3)[CH:25]=[C:24]([C:33]([OH:35])=[O:34])[C:23]4=[O:36])=[CH:15][CH:16]=2)[NH:11][C:10]1=[O:37])=O)(C)(C)C.[ClH:38].O1CCOCC1>C(#N)C>[ClH:38].[NH2:8][CH:9]1[CH2:18][C:17]2[C:12](=[CH:13][C:14]([C:19]3[CH:20]=[CH:21][N:22]4[C:27]([C:28]=3[CH3:29])=[C:26]([CH:30]3[CH2:31][CH2:32]3)[CH:25]=[C:24]([C:33]([OH:35])=[O:34])[C:23]4=[O:36])=[CH:15][CH:16]=2)[NH:11][C:10]1=[O:37]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 86696588HCID 86696588, compound

Product 1

HCID 86696589HCID 86696589, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

8-(3-(tert-Butoxycarbonylamino)-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid (29 mg, 0.046 mmol) was dissolved in acetonitrile (4 mL). HCl 4M in dioxane (1 mL, 4 mmol) was added. The mixture was stirred for 4 h and a suspension was formed. The solvents were evaporated and the crude was triturated with diethyl ether (4 mL) to afford the title compound EXAMPLE 50 as a yellow solid (20 mg, 98%). ESI-MS m/z: 404 (M+H)+.

Workup

  1. customa suspension was formed
  2. customThe solvents were evaporated
  3. customthe crude was triturated with diethyl ether (4 mL)

Sources & evidence

ORD record
ord-3f624216892041da918e94ca2d48ca98
Source dataset
uspto-grants-2015_02
Patent number
US08962842B2

Reaction notes

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