1-Chloromethylnaphthalene → HCID 25004869, compound

HRID 1015395Notes

Reaction equation

HRID 1015395 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.Cl[CH2:20][C:21]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH:24]=[CH:23][CH:22]=1>>[C:21]1([CH2:20][N:4]2[CH2:5][CH2:6][N:1]([C:7]3[CH:16]=[CH:15][CH:14]=[C:13]4[C:8]=3[C:9]([NH2:18])=[N:10][C:11]([NH2:17])=[N:12]4)[CH2:2][CH2:3]2)[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH:24]=[CH:23][CH:22]=1

Participants

3

Reactant 2

HCID 68451-ChloromethylnaphthaleneHCID 180713185-Piperazin-1-yl-quinazoline-2,4-diamine

Product 1

HCID 25004869HCID 25004869, compoundYield 58%

Procedure

Title compound was prepared via Resin Method using 5-piperazin-1-yl-quinazoline-2,4-diamine (50 mg; 0.2 mmol) and 1-(chloromethyl)naphthalene (65.4 mg; 0.37 mmol) to obtain 44.7 mg. (58% yield). 1H NMR (400 MHz, DMSO-d6) δ 10.0 (br s, 1H), 8.95 (br s, 1H), 8.30 (d, J=8.4 Hz, 1H), 7.92 (m, 2H), 7.69 (m, 1H), 7.55 (m, 1H), 7.49 (m, 5H), 7.23 (d, J=8.0 Hz, 1H), 7.19 (d, J=8.0 Hz, 1H), 3.99 (s, 2H), 3.0 (m, 6H), 2.38 (m, 2H). ESIMS+385.7 m/z

Workup

  1. customto obtain 44.7 mg

Sources & evidence

ORD record
ord-65053b1fba5c4126b8da463048a4d223
Source dataset
uspto-grants-2011_07
Patent number
US07985755B2

Reaction notes

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