2-Chlorobenzoyl chloride → HCID 25005211, compound

HRID 1015400Notes

Reaction equation

HRID 1015400 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:19][C:20]1[CH:28]=[CH:27][CH:26]=[CH:25][C:21]=1[C:22](Cl)=[O:23]>>[Cl:19][C:20]1[CH:28]=[CH:27][CH:26]=[CH:25][C:21]=1[C:22]([N:4]1[CH2:5][CH2:6][N: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)[CH2:2][CH2:3]1)=[O:23]

Participants

3

Reactant 2

HCID 691102-Chlorobenzoyl chlorideHCID 180713185-Piperazin-1-yl-quinazoline-2,4-diamine

Product 1

HCID 25005211HCID 25005211, compoundYield 45%

Procedure

Title compound was prepared via Resin Method using 5-piperazin-1-yl-quinazoline-2,4-diamine (50 mg; 0.2 mmol) and 2-chlorobenzoyl chloride (71.8 mg; 0.41 mmol) to obtain 34.1 mg. (45% yield). 1H NMR (500 MHz, DMSO-d6) δ 8.78 (s, 1H), 7.50 (m, 3H), 7.41 (m, 2H), 7.15 (br s, 1H), 6.98 (d, J=8.5 Hz, 1H), 6.86 (d, J=8.0 Hz, 1H), 5.92 (br s, 2H), 4.57 (br s, 1H), 3.45 (m, 2H), 3.02 (m, 3H), 2.78 (m, 2H). ESIMS+384.3 m/z

Workup

  1. customto obtain 34.1 mg

Sources & evidence

ORD record
ord-23b3a5e6d5c34278bffec6edd4445b75
Source dataset
uspto-grants-2011_07
Patent number
US07985755B2

Reaction notes

Loading…