3-Chloropropanesulphonyl chloride → HCID 66712784, compound

HRID 1262434Notes

Reaction equation

HRID 1262434 reaction equation
[CH3:1][S:2][C:3]1[N:8]=[CH:7][C:6]2=[CH:9][CH:10]=[C:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[NH2:18])[N:5]2[N:4]=1.Cl[CH2:20][CH2:21][CH2:22][S:23](Cl)(=[O:25])=[O:24]>>[O:24]=[S:23]1(=[O:25])[CH2:22][CH2:21][CH2:20][N:18]1[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[C:11]1[N:5]2[C:6]([CH:7]=[N:8][C:3]([S:2][CH3:1])=[N:4]2)=[CH:9][CH:10]=1

Participants

3

Reactant 2

HCID 154103-Chloropropanesulphonyl chlorideHCID 66712317HCID 66712317, compound

Product 1

HCID 66712784HCID 66712784, compoundYield 8%

Procedure

Analogous to Example 1506b, 2-(2-Methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-phenylamine (0.777 g, 3.03 mmol) was reacted with 3-Chloropropane-1-sulfonyl chloride to afford 7-[2-(1,1-Dioxido-1,2-thiazolidin-2-yl)phenyl]-2-(methylsulfanyl)pyrrolo[2,1-f][1,2,4]triazine as a yellow solid (83 mg, 8%). 1H-NMR (DMSO-d6): 8.79 (s, 1H), 7.84 (dd, 1H, J=5.04 Hz), 7.72 (dd, 1H, J=5.04 Hz), 7.46 (m, 2H), 7.29 (d, 1H, J=4.72 Hz), 6.91 (d, 1H, J=4.72 Hz), 3.38 (t, 2H, J=6.81), 3.19 (t, 2H, J=7.49), 2.48 (s, 3H), 2.27 (quin, 2H, J=7.49).

Sources & evidence

ORD record
ord-15008da7a9754b2d97628fd519369053
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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