Ethyl [(4-aminophenyl)(methyl)oxido-sulfanylidene]carbamate → HCID 58985747, compound

HRID 1169768Notes

Reaction equation

HRID 1169768 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][CH2:9][CH2:10][CH2:11][OH:12])[C:5]([C:13]2[S:14][CH:15]=[CH:16][CH:17]=2)=[CH:4][N:3]=1.[NH2:18][C:19]1[CH:24]=[CH:23][C:22]([S:25]([CH3:33])(=[N:27][C:28]([O:30][CH2:31][CH3:32])=[O:29])=[O:26])=[CH:21][CH:20]=1>>[CH2:31]([O:30][C:28]([N:27]=[S:25]([C:22]1[CH:21]=[CH:20][C:19]([NH:18][C:2]2[N:7]=[C:6]([NH:8][CH2:9][CH2:10][CH2:11][OH:12])[C:5]([C:13]3[S:14][CH:15]=[CH:16][CH:17]=3)=[CH:4][N:3]=2)=[CH:24][CH:23]=1)([CH3:33])=[O:26])=[O:29])[CH3:32]

Participants

3

Reactant 2

HCID 44122615Ethyl [(4-aminophenyl)(methyl)oxido-sulfanylidene]carbamateHCID 589856463-(2-Chloro-5-(2-thienyl)pyrimidine-4-ylamino)propanol

Product 1

HCID 58985747HCID 58985747, compoundYield 29%

Procedure

In the reaction of 3-(2-chloro-5-(2-thienyl)pyrimidine-4-ylamino)propanol (154 mg, 0.57 mmol) with (RS)—S-(4-aminophenyl)-N-(ethoxycarbonyl)-S-methyl-sulfoximide (127 mg, 0.53 mmol) according to procedure 5b, the desired product is obtained in 29% yield (80 mg) after chromatographic purification (silica gel, hexane/ethyl acetate (50%-100% ethyl acetate)) and subsequent purification by HPLC.

Sources & evidence

ORD record
ord-208281a6786a4c2fbff6d842372a4812
Source dataset
uspto-grants-2010_11
Patent number
US07825128B2

Reaction notes

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