Ethyl [(4-aminophenyl)(methyl)oxido-sulfanylidene]carbamate → HCID 58985663, compound

HRID 1169757Notes

Reaction equation

HRID 1169757 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][CH2:9][CH2:10][NH:11][C:12](=[O:14])[CH3:13])[C:5]([C:15]2[S:16][CH:17]=[CH:18][CH:19]=2)=[CH:4][N:3]=1.[NH2:20][C:21]1[CH:26]=[CH:25][C:24]([S:27]([CH3:35])(=[N:29][C:30]([O:32][CH2:33][CH3:34])=[O:31])=[O:28])=[CH:23][CH:22]=1>>[C:12]([NH:11][CH2:10][CH2:9][NH:8][C:6]1[C:5]([C:15]2[S:16][CH:17]=[CH:18][CH:19]=2)=[CH:4][N:3]=[C:2]([NH:20][C:21]2[CH:26]=[CH:25][C:24]([S:27]([CH3:35])(=[N:29][C:30]([O:32][CH2:33][CH3:34])=[O:31])=[O:28])=[CH:23][CH:22]=2)[N:7]=1)(=[O:14])[CH3:13]

Participants

3

Reactant 2

HCID 44122615Ethyl [(4-aminophenyl)(methyl)oxido-sulfanylidene]carbamateHCID 58985576N-[2-(2-chloro-5-(2-thienyl)pyrimidine-4-ylamino)ethyl]acetamide

Product 1

HCID 58985663HCID 58985663, compoundYield 11%

Procedure

In the reaction of N-[2-(2-chloro-5-(2-thienyl)-pyrimidine-4-ylamino)ethyl]-acetamide (150 mg, 0.51 mmol) with (RS)—S-(4-aminophenyl)-N-(ethoxy-carbonyl)-S-methylsulfoximide (111 mg, 0.46 mmol) according to procedure 5a, the desired product is obtained in 11% yield (28 mg) after chromatographic purification (silica gel, dichloromethane/methanol (0%-10% methanol)).

Sources & evidence

ORD record
ord-990cb8fc3f18450e8f359cac92601661
Source dataset
uspto-grants-2010_11
Patent number
US07825128B2

Reaction notes

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