Diisopropylethylamine → 2-chloro-N-(fluoren-9-yl)-5-fluoro-4-pyrimidineamine

HRID 733768Notes

Reaction equation

HRID 733768 reaction equation
Cl.[NH2:2][CH:3]1[C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:9]2[C:4]1=[CH:5][CH:6]=[CH:7][CH:8]=2.[Cl:16][C:17]1[N:22]=[C:21](Cl)[C:20]([F:24])=[CH:19][N:18]=1.C(N(C(C)C)CC)(C)C>>[Cl:16][C:17]1[N:22]=[C:21]([NH:2][CH:3]2[C:15]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[C:9]3[C:4]2=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:20]([F:24])=[CH:19][N:18]=1

Participants

4

Reactant 3

HCID 81531DiisopropylethylamineHCID 2507052,4-Dichloro-5-fluoropyrimidineHCID 27246859H-fluoren-9-amine hydrochloride

Product 1

HCID 220606362-chloro-N-(fluoren-9-yl)-5-fluoro-4-pyrimidineamine

Procedure

In like manner to the preparation of 2-chloro-N4-(3,4-ethylenedioxyphenyl)-5-fluoro 4-pyrimidineamine, 9-aminofluorene hydrochloride and 2,4-dichloro-5-fluoropyrimidine with added diisopropylethylamine were reacted to produce 2-chloro-N-(fluoren-9-yl)-5-fluoro-4-pyrimidineamine. 1H NMR (CDCl3): δ 7.97 (d, 1H, J=2.3 Hz), 7.73 (d, 2H, J=7.6 Hz), 7.59(d, 2H, J=7.6 Hz), 7.44 (t, 2H, J=7.6 Hz), 7.32 (app t, 2H, J=7.6 Hz), 6.50 (d, 1H, J=8.8 Hz), 5.45 (d, 1H, J=8.4 Hz).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-a2654d34a43341179483d9b8093ca01e
Source dataset
uspto-grants-2009_09
Patent number
US07589200B2

Reaction notes

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