(R)-2-(2-chloro-5-(2-thienyl)pyrimidine-4-ylamino)propan-1-ol → HCID 58985661, compound

HRID 1169778Notes

Reaction equation

HRID 1169778 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][C@H:9]([CH3:12])[CH2:10][OH:11])[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]([CH3:40])(=[N:27][C:28](=[O:39])[NH:29][C:30]2[CH:35]=[CH:34][C:33]([N:36]([CH3:38])[CH3:37])=[CH:32][CH:31]=2)=[O:26])=[CH:21][CH:20]=1>>[CH3:37][N:36]([CH3:38])[C:33]1[CH:32]=[CH:31][C:30]([NH:29][C:28]([N:27]=[S:25]([C:22]2[CH:23]=[CH:24][C:19]([NH:18][C:2]3[N:7]=[C:6]([NH:8][C@H:9]([CH3:12])[CH2:10][OH:11])[C:5]([C:13]4[S:14][CH:15]=[CH:16][CH:17]=4)=[CH:4][N:3]=3)=[CH:20][CH:21]=2)([CH3:40])=[O:26])=[O:39])=[CH:35][CH:34]=1

Participants

3

Reactant 2

HCID 58985641(R)-2-(2-chloro-5-(2-thienyl)pyrimidine-4-ylamino)propan-1-olHCID 59550840HCID 59550840, compound

Product 1

HCID 58985661HCID 58985661, compoundYield 21%

Procedure

In the reaction of (R)-2-(2-chloro-5-(2-thienyl)pyrimidine-4-ylamino)propan-1-ol (146.4 mg, 0.54 mmol) with (RS)—S-(4-aminophenyl)-N-(4-dimethylamino-phenylcarbamoyl)-S-methylsulphoximide (164 mg, 0.49 mmol) according to procedure 5c, the desired product is obtained in 21% yield (59 mg) after chromatographic purification (silica gel, dichloromethane/ethanol (0%-20% ethanol)).

Sources & evidence

ORD record
ord-3e56fb4ee1df40aabe0f4fe635baf6c0
Source dataset
uspto-grants-2010_11
Patent number
US07825128B2

Reaction notes

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