4-Chlorobenzenesulfonyl chloride → HCID 25005932, compound

HRID 1015412Notes

Reaction equation

HRID 1015412 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:25]=[CH:24][C:23]([S:26](Cl)(=[O:28])=[O:27])=[CH:22][CH:21]=1>>[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([S:26]([N:4]2[CH2:5][CH2:6][N:1]([C:7]3[CH:16]=[CH:15][CH:14]=[C:13]4[C:8]=3[C:9]([NH2:18])=[N:10][C:11]([NH2:17])=[N:12]4)[CH2:2][CH2:3]2)(=[O:28])=[O:27])=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 73984-Chlorobenzenesulfonyl chlorideHCID 180713185-Piperazin-1-yl-quinazoline-2,4-diamine

Product 1

HCID 25005932HCID 25005932, compoundYield 30%

Procedure

Title compound was prepared via Resin Method using 5-piperazin-1-yl-quinazoline-2,4-diamine (50 mg; 0.2 mmol) and 4-chlorobenzene-sulfonyl chloride (86.5 mg; 0.41 mmol) to obtain 25.5 mg. (30% yield). 1H NMR (400 MHz, DMSO-d6) δ 8.34 (s, 1H), 7.78 (m, 4H), 7.38 (t, J=8.0 Hz, 1H), 6.96 (d, J=8.0 Hz, 1H), 6.92 (br s, 1H), 6.83 (d, J=7.6 Hz, 1H), 5.92 (br s, 2H), 3.73 (br d, J=11.6 Hz, 2H), 3.11 (br d, J=12.0 Hz, 2H), 2.84 (m, 2H), 2.62 (m, 2H). ESIMS+420.5 m/z

Workup

  1. customto obtain 25.5 mg

Sources & evidence

ORD record
ord-e414e0c34dde46eba332e544d0ac5fef
Source dataset
uspto-grants-2011_07
Patent number
US07985755B2

Reaction notes

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