2-Bromoethanol → 5-(4-Bromo-2-fluorophenylamino)-3-(2-hydroxyethyl)-6,8-dimethylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione

HRID 1660893Notes

Reaction equation

HRID 1660893 reaction equation
Br[CH2:2][CH2:3][OH:4].[Br:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13]2[C:22]3[C:21](=[O:23])[NH:20][CH:19]=[N:18][C:17]=3[N:16]([CH3:24])[C:15](=[O:25])[C:14]=2[CH3:26])=[C:8]([F:27])[CH:7]=1>>[Br:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13]2[C:22]3[C:21](=[O:23])[N:20]([CH2:2][CH2:3][OH:4])[CH:19]=[N:18][C:17]=3[N:16]([CH3:24])[C:15](=[O:25])[C:14]=2[CH3:26])=[C:8]([F:27])[CH:7]=1

Participants

3

Reactant 2

HCID 108982-BromoethanolHCID 136080884HCID 136080884, compound

Product 1

HCID 249660785-(4-Bromo-2-fluorophenylamino)-3-(2-hydroxyethyl)-6,8-dimethylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione

Procedure

The title compound was prepared according to the procedure used for Example 9 by reaction of 2-bromoethanol with compound 9F. 1H NMR (400 MHz, MeOD) δ ppm 1.70 (s, 3H) 3.74 (s, 3H) 3.82 (t, J=5.05 Hz, 2H) 4.13 (t, J=5.05 Hz, 2H) 4.53 (s, 1H) 6.78 (t, J=8.72 Hz, 1H) 7.26 (dd, J=8.21, 1.39 Hz, 1H) 7.37 (dd, J=10.48, 2.15 Hz, 1H) 10.27 (s, 1H) [M+H] calc'd for C17H16BrFN4O3, 424; found, 424.

Sources & evidence

ORD record
ord-e7c99d7118324d4a8442877654118044
Source dataset
uspto-grants-2011_10
Patent number
US08030317B2

Reaction notes

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