Ammonia → 4-(2-Fluoro-benzyloxy)-phenylamine

HRID 564797Notes

Reaction equation

HRID 564797 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1)([O-])=O.[F:11][C:12]1[CH:19]=[CH:18][CH:17]=[CH:16][C:13]=1[CH2:14]Br.ClC1C2C=C(N(C)C)N=CC=2N=CN=1.N>C(O)C.ClCCl>[F:11][C:12]1[CH:19]=[CH:18][CH:17]=[CH:16][C:13]=1[CH2:14][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 67968alpha-Bromo-o-fluorotolueneHCID 227274534-Chloro-6-(N,N-dimethylamino)-pyrido[3,4-d]pyrimidine

Product 1

HCID 176080564-(2-Fluoro-benzyloxy)-phenylamine

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

4-(2-Fluorobenzyloxy)aniline was prepared from 4-nitrophenol (Aldrich) and 2-fluorobenzylbromide (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 0.48; m/z (M+1)+390.

Workup

  1. customto give the product

Sources & evidence

ORD record
ord-92cc9cac6ec440ba88ac9a013443d56c
Source dataset
uspto-grants-2001_01
Patent number
US06169091A

Reaction notes

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