Maleic Acid → HCID 66632433, compound

HRID 1629920Notes

Reaction equation

HRID 1629920 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:17]=[C:16]([C:18]2[N:27]=[CH:26][CH:25]=[C:24]3[C:19]=2[CH:20]=[CH:21][N:22]=[C:23]3[NH2:28])[C:15]2[C:10](=[N:11][CH:12]=[CH:13][CH:14]=2)[N:9]=1.[C:29]([OH:36])(=[O:35])/[CH:30]=[CH:31]\[C:32]([OH:34])=[O:33]>CC(O)C>[C:29]([OH:36])(=[O:35])/[CH:30]=[CH:31]\[C:32]([OH:34])=[O:33].[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:17]=[C:16]([C:18]2[N:27]=[CH:26][CH:25]=[C:24]3[C:19]=2[CH:20]=[CH:21][N:22]=[C:23]3[NH2:28])[C:15]2[C:10](=[N:11][CH:12]=[CH:13][CH:14]=2)[N:9]=1

Participants

4

Reactant 2

HCID 444266Maleic AcidHCID 56591765HCID 56591765, compound

Product 1

HCID 66632433HCID 66632433, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
80 °C

Procedure

A suspension of 3.25 g (8.84 mmol) 5-[2-(2-fluoro-phenyl)-[1,8]naphthyridin-4-yl]-[2,6]naphthyridin-1-ylamine in 90 ml 2-propanol was heated to 80° C. under stirring. Then 1.13 g (9.72 mmol) maleic acid was added and the reaction mixture was stirred for 3 hours at 80° C. The reaction mixture was cooled to room temperature. The solid was filtered off and washed with 2-propanol and tert.butylmethylether. The residue was dried under vacuum yielding 5-[2-(2-fluoro-phenyl)-[1,8]naphthyridin-4-yl]-[2,6]naphthyridin-1-ylamine maleate as beige crystals.

Workup

  1. stirringthe reaction mixture was stirred for 3 hours at 80° C
  2. temperatureThe reaction mixture was cooled to room temperature
  3. filtrationThe solid was filtered off
  4. washwashed with 2-propanol and tert.butylmethylether
  5. customThe residue was dried under vacuum

Sources & evidence

ORD record
ord-2c43dd98564041e599f289951ec9a6ea
Source dataset
uspto-grants-2014_07
Patent number
US08791113B2

Reaction notes

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