1-Propanesulfonyl chloride → HCID 56971642, compound

HRID 929521Notes

Reaction equation

HRID 929521 reaction equation
[CH2:1]([S:4](Cl)(=[O:6])=[O:5])[CH2:2][CH3:3].CS([N:12]1[CH2:17][CH2:16][CH:15]([NH:18][C:19]([NH:21][C:22]2[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=2)=[O:20])[CH2:14][CH2:13]1)(=O)=O>>[CH2:1]([S:4]([N:12]1[CH2:17][CH2:16][CH:15]([NH:18][C:19]([NH:21][C:22]2[CH:27]=[CH:26][C:25]([C:28]([F:29])([F:30])[F:31])=[CH:24][CH:23]=2)=[O:20])[CH2:14][CH2:13]1)(=[O:6])=[O:5])[CH2:2][CH3:3]

Participants

3

Reactant 2

HCID 662791-Propanesulfonyl chlorideHCID 24899523HCID 24899523, compound

Product 1

HCID 56971642HCID 56971642, compoundYield 63%

Procedure

Propylsulfonyl chloride (70 mg, 0.487 mmol) was reacted with PTU (70 mg, 0.244 mmol) as the same manner as the synthesis of 1-(1-(methylsulfonyl)piperidin-4-yl)-3-(4-(trifluoromethyl)phenyl)urea yielding the final product (60 mg, 0.153 mmol, 63% yield). 1H NMR (d6-DMSO, 300 Mhz): δ 8.77 (s, 1H), 7.57 (s, 4H), 6.38 (d, J=7.5 Hz, 1H), 3.63 (m, 1H), 3.52 (d, J=12.4 Hz, 2H), 3.08 (m, 4H), 1.90 (d, J=9.6, 2H), 1.70 (m, 1H), 1.43 (m, 2H), 0.99 (t, J=7.2 Hz, 3H).

Sources & evidence

ORD record
ord-4d7c277020a94624a058c596f569f2f6
Source dataset
uspto-grants-2016_03
Patent number
US09296693B2

Reaction notes

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