1-Butanesulfonyl chloride → HCID 56968119, compound

HRID 929522Notes

Reaction equation

HRID 929522 reaction equation
[CH2:1]([S:5](Cl)(=[O:7])=[O:6])[CH2:2][CH2:3][CH3:4].CS([N:13]1[CH2:18][CH2:17][CH:16]([NH:19][C:20]([NH:22][C:23]2[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][CH:24]=2)=[O:21])[CH2:15][CH2:14]1)(=O)=O>>[CH2:1]([S:5]([N:13]1[CH2:18][CH2:17][CH:16]([NH:19][C:20]([NH:22][C:23]2[CH:28]=[CH:27][C:26]([C:29]([F:30])([F:31])[F:32])=[CH:25][CH:24]=2)=[O:21])[CH2:15][CH2:14]1)(=[O:7])=[O:6])[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 754301-Butanesulfonyl chlorideHCID 24899523HCID 24899523, compound

Product 1

HCID 56968119HCID 56968119, compoundYield 66%

Procedure

Butylsulfonyl chloride (76 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 (65 mg, 0.160 mmol, 66% yield). 1H NMR (d6-DMSO, 300 Mhz): δ 8.78 (s, 1H), 7.57 (s, 4H), 6.38 (d, J=7.5 Hz, 1H), 4.19 (d, J=Hz, 1H), 3.82 (d, J=Hz, 1H), 3.73 (m, 1H), 3.18 (t, J=12.4 Hz, 1H), 2.82 (m, 1H), 2.78 (t, J=Hz, 1H), 1.80 (t, J=9.6, 2H), 1.43 (m, 2H), 0.97 (s, 6H).

Sources & evidence

ORD record
ord-8130d25f9bf542199024f7f19b7d2071
Source dataset
uspto-grants-2016_03
Patent number
US09296693B2

Reaction notes

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