2,4-Dichloro-5-fluoropyrimidine → HCID 86596592, compound

HRID 2277831Notes

Reaction equation

HRID 2277831 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([F:9])=[CH:4][N:3]=1.[C:10]([O:14][C:15]([N:17]([CH:21]=[C:22]1[C:28]([O:29][CH3:30])=[CH:27][CH:26]=[C:24]([NH2:25])[CH2:23]1)[CH:18]([CH3:20])[CH3:19])=[O:16])([CH3:13])([CH3:12])[CH3:11]>>[C:10]([O:14][C:15]([N:17]([CH:21]=[C:22]1[C:28]([O:29][CH3:30])=[CH:27][CH:26]=[C:24]([NH:25][C:6]2[C:5]([F:9])=[CH:4][N:3]=[C:2]([Cl:1])[N:7]=2)[CH2:23]1)[CH:18]([CH3:20])[CH3:19])=[O:16])([CH3:11])([CH3:12])[CH3:13]

Participants

3

Reactant 2

HCID 2507052,4-Dichloro-5-fluoropyrimidineHCID 667591563-(N-tert-butoxycarbonyl-N-iso-propylaminomethylene)-4-methoxy-aniline

Product 1

HCID 86596592HCID 86596592, compound

Procedure

In like manner to the preparation of 2-chloro-5-fluoro-N4-(3-methyloxycarbonyl-4-methoxyphenyl)-4-pyrimidineamine, 2,4-dichloro-5-fluoropyrimidine and 3-(N-tert-butoxycarbonyl-N-iso-propylaminomethylene)-4-methoxy-aniline were reacted to produce N4-(3-(N-tert-butoxycarbonyl-N-iso-propylaminomethylene)-4-methoxyphenyl)-2-chloro-5-fluoro-4-pyrimidineamine R940320. 1H NMR (DMSO-d6): δ 10.01 (1H, s), 8.34 (1H, d, J=3.6 Hz), 7.52 (2H, m), 7.08 (1H, d, J=8.7 Hz), 4.33 (3H, m), 3.90 (3H, s), 1.50-1.30 (9H, m), 1.18 (6H, d, J=6.9 Hz); purity 95%.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-069fa145f69c443fa0e5759d19077959
Source dataset
uspto-grants-2015_09
Patent number
US09133133B2

Reaction notes

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