2-Naphthoyl chloride → HCID 25005572, compound

HRID 1015408Notes

Reaction equation

HRID 1015408 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.[CH:19]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]=[CH:21][C:20]=1[C:29](Cl)=[O:30]>>[NH2:17][C:11]1[N:10]=[C:9]([NH2:18])[C:8]2[C:13](=[CH:14][CH:15]=[CH:16][C:7]=2[N:1]2[CH2:6][CH2:5][N:4]([C:29]([C:20]3[CH:21]=[CH:22][C:23]4[C:28](=[CH:27][CH:26]=[CH:25][CH:24]=4)[CH:19]=3)=[O:30])[CH2:3][CH2:2]2)[N:12]=1

Participants

3

Reactant 2

HCID 752462-Naphthoyl chlorideHCID 180713185-Piperazin-1-yl-quinazoline-2,4-diamine

Product 1

HCID 25005572HCID 25005572, compoundYield 77%

Procedure

Title compound was prepared via Resin Method using 5-piperazin-1-yl-quinazoline-2,4-diamine (50 mg; 0.2 mmol) and 2-Naphthoyl chloride (78.2 mg; 0.41 mmol) to obtain 61.6 mg. (77% yield). 1H NMR (500 MHz, DMSO-d6) δ 9.06 (s, 1H), 8.59 (s, 1H), 8.02 (m, 8H), 7.6 (m, 5H), 7.5 (t, J=8.0 Hz, 1H), 7.09 (d, J=8.5 Hz, 1H), 6.99 (d, J=7.5 Hz, 1H), 6.67 (br s, 2H), 4.64 (br s, 1H), 3.76 (br s, 1H), 3.42 (m, 4H), 2.85 (m, 2H).

Workup

  1. customto obtain 61.6 mg

Sources & evidence

ORD record
ord-9044b53a41b54f27aff7e0cda8f9d7f7
Source dataset
uspto-grants-2011_07
Patent number
US07985755B2

Reaction notes

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