6-(4-Fluorophenyl)-4-phenoxypyrido[3,2-d]pyrimidine → 4-[2-(N,N-dimethylamino)ethoxy]-6-(4-fluorophenyl)-pyrido[3,2-d]pyrimidine

HRID 1517444Notes

Reaction equation

HRID 1517444 reaction equation
Cl[C:2]1[C:3]2[N:11]=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=3)[CH:9]=[CH:8][C:4]=2[N:5]=[CH:6][N:7]=1.[CH3:19][N:20]([CH2:22][CH2:23][OH:24])[CH3:21].[H-].[Na+].O(C1C2N=C(C3C=CC(F)=CC=3)C=CC=2N=CN=1)C1C=CC=CC=1>>[CH3:19][N:20]([CH2:22][CH2:23][O:24][C:2]1[C:3]2[N:11]=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=3)[CH:9]=[CH:8][C:4]=2[N:5]=[CH:6][N:7]=1)[CH3:21]

Participants

4

Reactant 3

HCID 576983476-(4-Fluorophenyl)-4-phenoxypyrido[3,2-d]pyrimidineHCID 579067564-Chloro-6-(4-fluorophenyl)pyrido[3,2-d]pyrimidineHCID 866303812-(N,N-dimethylamino)ethanol NaH

Product 1

HCID 576983584-[2-(N,N-dimethylamino)ethoxy]-6-(4-fluorophenyl)-pyrido[3,2-d]pyrimidineYield 20%

Procedure

was synthesized from 4-chloro-6-(4-fluorophenyl)-pyrido[3,2-d]pyrimidine and 2-(N,N-dimethylamino)ethanol/NaH, in 20% yield, using the procedure described for the synthesis of 4-phenoxy-6-(4-fluorophenyl)-pyrido[3,2-d]pyrimidine. The mass spectrum characterising data was as follows: MS (m/z): 313 ([M+H]+, 100).

Sources & evidence

ORD record
ord-61038b0bdeca4c84b0b95e1983b76705
Source dataset
uspto-grants-2012_07
Patent number
US08232278B2

Reaction notes

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