Benzoyl chloride → HCID 25004872, compound

HRID 1015398Notes

Reaction equation

HRID 1015398 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.[C:19](Cl)(=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[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:19]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[O:26])[CH2:3][CH2:2]2)[N:12]=1

Participants

3

Reactant 2

HCID 7412Benzoyl chlorideHCID 180713185-Piperazin-1-yl-quinazoline-2,4-diamine

Product 1

HCID 25004872HCID 25004872, compoundYield 31%

Procedure

Title compound was prepared via Resin Method using 5-piperazin-1-yl-quinazoline-2,4-diamine (50 mg; 0.2 mmol) and benzoyl chloride (57.6 mg; 0.41 mmol) to obtain 21.3 mg. (31% yield). 1H NMR (400 MHz, DMSO-d6) δ 8.78 (s, 1H), 7.46 (m, 5H), 7.39 (t, J=6.0 Hz, 1H), 7.14 (br s, 1H), 6.98 (d, J=6.4 Hz, 1H), 6.86 (d, J=5.6 Hz, 1H), 5.92 (br s, 2H), 4.59 (br s, 1H), 3.66 (br s, 1H), 3.44 (m, 1H), 3.13 (m, 3H), 2.77 (m, 2H).

Workup

  1. customto obtain 21.3 mg

Sources & evidence

ORD record
ord-f5663314f12944bf8501ab7b574623cd
Source dataset
uspto-grants-2011_07
Patent number
US07985755B2

Reaction notes

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