alpha-Bromo-o-fluorotoluene → HCID 25004533, compound

HRID 1015390Notes

Reaction equation

HRID 1015390 reaction equation
[N:1]1([C:7]2[CH:16]=[CH:15][CH:14]=[C:13]3[C:8]=2[C:9]([NH2:18])=[N:10][C:11]([NH2:17])=[N:12]3)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[F:19][C:20]1[CH:27]=[CH:26][CH:25]=[CH:24][C:21]=1[CH2:22]Br>>[F:19][C:20]1[CH:27]=[CH:26][CH:25]=[CH:24][C:21]=1[CH2:22][N:4]1[CH2:5][CH2:6][N:1]([C:7]2[CH:16]=[CH:15][CH:14]=[C:13]3[C:8]=2[C:9]([NH2:18])=[N:10][C:11]([NH2:17])=[N:12]3)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 67968alpha-Bromo-o-fluorotolueneHCID 180713185-Piperazin-1-yl-quinazoline-2,4-diamine

Product 1

HCID 25004533HCID 25004533, compoundYield 50%

Procedure

Title compound was prepared via Resin Method using 5-piperazin-1-yl-quinazoline-2,4-diamine (50 mg; 0.2 mmol) and 2-fluorobenzyl bromide (69.9 mg; 0.37 mmol) to obtain 35.3 mg. (50% yield). 1H NMR (400 MHz, DMSO-d6) δ 12.5 (s, 1H), 10.0 (s, 1H), 8.99 (s, 1H), 7.72 (m, 2H), 7.46 (t, J=6.8 Hz, 1H), 7.33 (m, 5H), 3.64 (s, 2H), 3.03 (br d, J=10.8 Hz, 3H), 2.91 (m, 3H), 2.34 (m, 2H). ESIMS+353.6 m/z

Workup

  1. customto obtain 35.3 mg

Sources & evidence

ORD record
ord-e5f3fb877b5d4ac28292dd14c33df357
Source dataset
uspto-grants-2011_07
Patent number
US07985755B2

Reaction notes

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