1,2-Dichloroethane → HCID 71738355, compound

HRID 520947Notes

Reaction equation

HRID 520947 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH2:10][C:11]2[CH:12]=[C:13]([CH:17]=[CH:18][CH:19]=2)[C:14](O)=[O:15])=[O:9])=[C:4]([NH:20][S:21]([C:24]2[CH:29]=[CH:28][C:27]([Cl:30])=[C:26]([C:31]([F:34])([F:33])[F:32])[CH:25]=2)(=[O:23])=[O:22])[CH:3]=1.[N:35]1([CH2:40][CH2:41][NH2:42])[CH2:39][CH2:38][CH2:37][CH2:36]1.C(Cl)CCl>CN(C1C=CN=CC=1)C.CN(C=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH2:10][C:11]2[CH:12]=[C:13]([CH:17]=[CH:18][CH:19]=2)[C:14]([NH:42][CH2:41][CH2:40][N:35]2[CH2:39][CH2:38][CH2:37][CH2:36]2)=[O:15])=[O:9])=[C:4]([NH:20][S:21]([C:24]2[CH:29]=[CH:28][C:27]([Cl:30])=[C:26]([C:31]([F:34])([F:32])[F:33])[CH:25]=2)(=[O:22])=[O:23])[CH:3]=1

Participants

6

Reactant 3

HCID 111,2-DichloroethaneHCID 13441-PyrrolidineethanamineHCID 71738426HCID 71738426, compound

Product 1

HCID 71738355HCID 71738355, compoundYield 19%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6228DimethylformamideSolvent

Procedure

Following General Procedure R, the title compound (17 mg, 19%) was prepared from 3-({[4-chloro-2-({[4-chloro-3-(trifluoromethyl)phenyl]sulfonyl}amino)phenyl]sulfinyl}methyl)benzoic acid (76 mg, 0.14 mmol), 2-(pyrrolidin-1-yl)ethanamine (26 μl, 0.21 mmol), EDC (53 mg, 0.28 mmol) and DMAP (cat.) in DMF (2 ml).

Sources & evidence

ORD record
ord-14108f31c0d54724b043b9820b823724
Source dataset
uspto-grants-2016_05
Patent number
US09328067B2

Reaction notes

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