Ammonia → 4-(Pyridin-2-ylmethoxy)aniline

HRID 564796Notes

Reaction equation

HRID 564796 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1)([O-])=O.Cl.[N:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH2:18]Cl.ClC1C2C=C(N(C)C)N=CC=2N=CN=1.N>C(O)C.ClCCl>[N:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH2:18][O:10][C:7]1[CH:8]=[CH:9][C:4]([NH2:1])=[CH:5][CH:6]=1

Participants

7

Reactant 4

HCID 222AmmoniaHCID 9804-NitrophenolHCID 23392Picolyl chloride hydrochlorideHCID 227274534-Chloro-6-(N,N-dimethylamino)-pyrido[3,4-d]pyrimidine

Product 1

HCID 104427734-(Pyridin-2-ylmethoxy)aniline

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

4-(2-Pyridylmethoxy)aniline was prepared from 4-nitrophenol (Aldrich) and 2-picolyl chloride hydrochloride (Aldrich) according to Procedure D. This was reacted with 4-chloro-6-(N,N-dimethylamino)pyrido[3,4-d]pyrimidine according to Procedure A to give the product; tlc (dichloromethane:ethanol:aq.ammonia, 100:8:1) Rf 0.37; m/z (M+1)+373.

Workup

  1. customto give the product

Sources & evidence

ORD record
ord-01aef3370bab46bda363e995445e063c
Source dataset
uspto-grants-2001_01
Patent number
US06169091A

Reaction notes

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