Diisopropylethylamine → 7-(2-Chlorophenyl)-1-{[4-(difluoromethoxy)phenyl]sulfonyl}-1,7-diazaspiro[4.4]-nonan-6-one

HRID 1672379Notes

Reaction equation

HRID 1672379 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[CH2:16][CH2:15][C:10]2([NH:14][CH2:13][CH2:12][CH2:11]2)[C:9]1=[O:17].C(N(CC)C(C)C)(C)C.[F:27][CH:28]([F:40])[O:29][C:30]1[CH:35]=[CH:34][C:33]([S:36](Cl)(=[O:38])=[O:37])=[CH:32][CH:31]=1>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[CH2:16][CH2:15][C:10]2([N:14]([S:36]([C:33]3[CH:32]=[CH:31][C:30]([O:29][CH:28]([F:27])[F:40])=[CH:35][CH:34]=3)(=[O:38])=[O:37])[CH2:13][CH2:12][CH2:11]2)[C:9]1=[O:17]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 27782234-(Difluoromethoxy)benzenesulfonyl chlorideHCID 589483317-(2-Chlorophenyl)-1,7-diazaspiro[4.4]nonan-6-one

Product 1

HCID 673549437-(2-Chlorophenyl)-1-{[4-(difluoromethoxy)phenyl]sulfonyl}-1,7-diazaspiro[4.4]-nonan-6-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

7-(2-Chlorophenyl)-1,7-diazaspiro[4.4]nonan-6-one (20 mg, 0.00008 mol) was dissolved in DCM. To this solution was added N,N-diisopropylethylamine (DIPEA) (42 μL, 0.00024 mol) and 4-(difluoromethoxy)benzenesulfonyl chloride (21 mg, 0.000088 mol) at 0° C. The solution was allowed to gradually warm to RT while stirring for 18 h. LC-MS: 457.1 (M+1H)+.

Sources & evidence

ORD record
ord-6cadd035022442a6a50c3e2f6bb02bce
Source dataset
uspto-grants-2011_08
Patent number
US07998959B2

Reaction notes

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