2-Bromopropane → 6-Chloro-3-isopropoxy-5,9-diaza-benzo[c]fluoren-7-one

HRID 1840417Notes

Reaction equation

HRID 1840417 reaction equation
[Cl:1][C:2]1[C:14]2[C:13](=[O:15])[C:12]3[CH:11]=[N:10][CH:9]=[CH:8][C:7]=3[C:6]=2[C:5]2[CH:16]=[CH:17][C:18]([OH:20])=[CH:19][C:4]=2[N:3]=1.Br[CH:22]([CH3:24])[CH3:23]>>[Cl:1][C:2]1[C:14]2[C:13](=[O:15])[C:12]3[CH:11]=[N:10][CH:9]=[CH:8][C:7]=3[C:6]=2[C:5]2[CH:16]=[CH:17][C:18]([O:20][CH:22]([CH3:24])[CH3:23])=[CH:19][C:4]=2[N:3]=1

Participants

3

Reactant 2

HCID 63582-BromopropaneHCID 1357900736-Chloro-3-hydroxy-5,9-diaza-benzo[c]fluoren-7-one

Product 1

HCID 234480406-Chloro-3-isopropoxy-5,9-diaza-benzo[c]fluoren-7-one

Procedure

This compound was prepared from 6-chloro-3-hydroxy-5,9-diaza-benzo[c]fluoren-7-one (Example 34a) and 2-bromopropane in a similar manner to Example 34b. The desired product was obtained as a yellow powder. ESI−MS: m/z 325 (MH+); 1H-NMR (CDCl3): δ1.47 (6H, d, J=6 Hz), 4.80 (1H, quintet like, J=ca 6 Hz), 7.36 (1H, dd, J=9 Hz, 2.5 Hz), 7.43 (1H, d, J=2.5 Hz), 8.01 (1H, dd, J=5.5 Hz, J=1 Hz), 8.34 (1H, d, J=9 Hz), 8.95 (1H, d, J=5.5 Hz), 9.03 (1H, d, J=1 Hz).

Sources & evidence

ORD record
ord-f39bf2d83c57435a8b220082eb28663f
Source dataset
uspto-grants-2004_01
Patent number
US06680326B2

Reaction notes

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