Hydrochloric Acid → HCID 18381675, compound

HRID 2297475Notes

Reaction equation

HRID 2297475 reaction equation
C[O:2][C:3]([C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([O:15][CH3:16])[CH:13]=2)[C:8]([CH2:17][C:18]2[C:23]([Cl:24])=[CH:22][N:21]=[CH:20][C:19]=2[Cl:25])=[N:7][N:6]=1)=O.Cl>CN(C=O)C.CO>[Cl:25][C:19]1[CH:20]=[N:21][CH:22]=[C:23]([Cl:24])[C:18]=1[CH2:17][C:8]1[C:9]2[C:14](=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)[C:5]([CH2:3][OH:2])=[N:6][N:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54227958HCID 54227958, compound

Product 1

HCID 18381675HCID 18381675, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 21901440N,N-dimethylformamide methanolSolvent

Procedure

A suspension of 4-(3,5-dichloro-pyridin-4-ylmethyl)-7-methoxy-phthalazin-1-carboxylic acid methyl ester (3.9 g, 10.3 mmoles), prepared as described in example 102, in DMF/CH3OH (30/50 ml) under N2 was portionwise added with NaBH (1.17 g, 30.9 mmoles) in 1.5 hours. The stirring went on for 2.5 hours. The mixture was cooled on ice and added with concentrated HCl up to pH<1, then dried, taken up in water and extracted three times with CH2Cl2, the organic phase was anhydrified and dried to give 3.5 g of the title compound (yield: 97%). m.p.: 190-195° C.

Workup

  1. customprepared
  2. customwent on for 2.5 hours
  3. temperatureThe mixture was cooled on ice
  4. customdried
  5. extractionextracted three times with CH2Cl2
  6. customdried

Sources & evidence

ORD record
ord-0b9c3212abcc40218081466da2c92b9c
Source dataset
uspto-grants-2002_12
Patent number
US06492360B1

Reaction notes

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