4-Hydroxymethylpyridine → N-(4-Chlorophenyl)-4-[(pyridin-4-yl)methoxy]phthalazin-1-amine

HRID 1070528

Reaction equation

HRID 1070528 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)=[N:4][N:3]=1.[N:20]1[CH:25]=[CH:24][C:23]([CH2:26][OH:27])=[CH:22][CH:21]=1>CC(C)=O.ClCCl>[Cl:19][C:16]1[CH:17]=[CH:18][C:13]([NH:12][C:5]2[C:6]3[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=3)[C:2]([O:27][CH2:26][C:23]3[CH:24]=[CH:25][N:20]=[CH:21][CH:22]=3)=[N:3][N:4]=2)=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 114724-HydroxymethylpyridineHCID 120756491-Chloro-4-(4-chlorophenylamino)-phthalazine

Product 1

HCID 22397275N-(4-Chlorophenyl)-4-[(pyridin-4-yl)methoxy]phthalazin-1-amineYield 87%

Reagents, catalysts & solvents 1

HCID 21584124Propan-2-one--dichloromethane (1/1)Solvent

Procedure

The general procedure used for the preparation of Example 3 was used in step 1 of the preparation of Example 4 from 1-chloro-4-(4-chlorophenylamino)phthalazine and 4-pyridyl-carbinol; (87% yield). TLC (20% acetone/dichloromethane): Rf=0.26.

Workup

  1. customThe general procedure used for the preparation of Example 3

Sources & evidence

ORD record
ord-b3d2736de81044a7a0a56909c79d6db3
Source dataset
uspto-grants-2005_06
Patent number
US06903101B1

Linked notes

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