1,3-Benzodioxole, 5-(chloromethyl)- → HCID 25004870, compound

HRID 1015396Notes

Reaction equation

HRID 1015396 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.[CH2:19]1[O:29][C:28]2[CH:27]=[CH:26][C:23]([CH2:24]Cl)=[CH:22][C:21]=2[O:20]1>>[O:29]1[C:28]2[CH:27]=[CH:26][C:23]([CH2:24][N:4]3[CH2:5][CH2:6][N:1]([C:7]4[CH:16]=[CH:15][CH:14]=[C:13]5[C:8]=4[C:9]([NH2:18])=[N:10][C:11]([NH2:17])=[N:12]5)[CH2:2][CH2:3]3)=[CH:22][C:21]=2[O:20][CH2:19]1

Participants

3

Reactant 2

HCID 887131,3-Benzodioxole, 5-(chloromethyl)-HCID 180713185-Piperazin-1-yl-quinazoline-2,4-diamine

Product 1

HCID 25004870HCID 25004870, 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 3,4-methylenedioxybenzyl chloride (63.1 mg; 0.37 mmol) to obtain 37.5 mg. (50% yield). 1H NMR (400 MHz, DMSO-d6) δ 9.34 (s, 1H), 7.92 (s, 1H), 7.51 (t, J=8.0 Hz, 1H), 7.04 (m, 2H), 6.85 (m, 3H), 6.65 (s, 2H), 6.0 (s, 2H), 3.47 (s, 2H), 2.99 (d, J=12.0 Hz, 2H), 2.85 (m, 4H), 2.24 (t, J=11.2 Hz, 2H).

Workup

  1. customto obtain 37.5 mg

Sources & evidence

ORD record
ord-3bfe11a9fe1c4e9a8d009cc1685e2709
Source dataset
uspto-grants-2011_07
Patent number
US07985755B2

Reaction notes

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