Succinic Acid → Vatalanib Succinate

HRID 1384139Notes

Reaction equation

HRID 1384139 reaction equation
[C:1]([OH:8])(=[O:7])[CH2:2][CH2:3][C:4]([OH:6])=[O:5].[Cl:9][C:10]1[CH:33]=[CH:32][C:13]([NH:14][C:15]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[C:18]([CH2:25][C:26]3[CH:31]=[CH:30][N:29]=[CH:28][CH:27]=3)=[N:17][N:16]=2)=[CH:12][CH:11]=1>C(O)C>[C:1]([OH:8])(=[O:7])[CH2:2][CH2:3][C:4]([OH:6])=[O:5].[Cl:9][C:10]1[CH:11]=[CH:12][C:13]([NH:14][C:15]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[C:18]([CH2:25][C:26]3[CH:31]=[CH:30][N:29]=[CH:28][CH:27]=3)=[N:17][N:16]=2)=[CH:32][CH:33]=1

Participants

4

Reactant 2

HCID 1110Succinic AcidHCID 151194Vatalanib

Product 1

HCID 151193Vatalanib Succinate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of 1.77 g (15 mmol) succinic acid in 35 ml ethanol is added to a hot solution of 5.0 g (14.4 mmol) 1-(4-chloroanilino)-4-(4-pyridylmethyl)phthalazine in 150 ml ethanol. As the mixture cools (scraping) to 0° C., a crystalline precipitate slowly forms, which is filtered off, washed with ethanol, and dried: Anal. calc. (C24H21N4ClO4)C 62.00%, H 4.55%, N 12.05%; found C 62.02%, H 4.75%, N 12.04%.

Workup

  1. customto 0° C.
  2. filtrationwhich is filtered off
  3. washwashed with ethanol
  4. customdried

Sources & evidence

ORD record
ord-6c4f126748cf45c089237a66b9b90ee4
Source dataset
uspto-grants-2001_07
Patent number
US06258812B1

Reaction notes

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