2,3-Difluorobenzoyl chloride → HCID 25005569, compound

HRID 1015406Notes

Reaction equation

HRID 1015406 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[C:28]([F:29])=[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]=[C:28]([F:29])[C:20]=3[F:19])=[O:23])[CH2:3][CH2:2]2)[N:12]=1

Participants

3

Reactant 2

HCID 5195492,3-Difluorobenzoyl chlorideHCID 180713185-Piperazin-1-yl-quinazoline-2,4-diamine

Product 1

HCID 25005569HCID 25005569, compoundYield 36%

Procedure

Title compound was prepared via Resin Method using 5-piperazin-1-yl-quinazoline-2,4-diamine (50 mg; 0.2 mmol) and 2,3-difluorobenzoyl chloride (72.4 mg; 0.41 mmol) to obtain 27.6 mg. (36% yield). 1H NMR (400 MHz, DMSO-d6) δ 8.71 (s, 1H), 7.54 (m, 1H), 7.34 (m, 3H), 7.11 (br s, 1H), 6.98 (d, J=8.0 Hz, 1H), 6.84 (d, J=8.0 Hz, 1H), 5.93 (br s, 2H), 4.60 (br d, 1H), 3.50 (br s, 2H), 3.18 (m, 2H), 3.02 (m, 1H), 2.73 (m, 2H).

Workup

  1. customto obtain 27.6 mg

Sources & evidence

ORD record
ord-86b3fa0e3f814d10964ab2f9eabf38e8
Source dataset
uspto-grants-2011_07
Patent number
US07985755B2

Reaction notes

Loading…