2-Fluorobenzoyl chloride → HCID 25005215, compound

HRID 1015404Notes

Reaction equation

HRID 1015404 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:28]=[CH:27][CH:26]=[CH:25][C:21]=1[C:22](Cl)=[O:23]>>[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:22]([C:21]3[CH:25]=[CH:26][CH:27]=[CH:28][C:20]=3[F:19])=[O:23])[CH2:3][CH2:2]2)[N:12]=1

Participants

3

Reactant 2

HCID 98082-Fluorobenzoyl chlorideHCID 180713185-Piperazin-1-yl-quinazoline-2,4-diamine

Product 1

HCID 25005215HCID 25005215, compoundYield 55%

Procedure

Title compound was prepared via Resin Method using 5-piperazin-1-yl-quinazoline-2,4-diamine (50 mg; 0.2 mmol) and 2-fluorobenzoyl chloride (65 mg; 0.41 mmol) to obtain 40.2 mg. (55% yield). 1H NMR (500 MHz, DMSO-d6) δ 8.72 (s, 1H), 7.50 (m, 2H), 7.34 (m, 3H), 7.09 (br s, 1H), 6.98 (d, J=8.0 Hz, 1H), 6.83 (d, J=8.0 Hz, 1H), 5.93 (br s, 2H), 4.60 (br d, J=13.5 Hz, 1H), 3.46 (br s, 2H), 3.17 (m, 2H), 3.02 (m, 1H), 2.72 (m, 2H). ESIMS+368.0 m/z

Workup

  1. customto obtain 40.2 mg

Sources & evidence

ORD record
ord-137b1ddabf4946c9bcc98ff67d8fb613
Source dataset
uspto-grants-2011_07
Patent number
US07985755B2

Reaction notes

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