(R)-2-(2-chloro-5-(2-thienyl)pyrimidine-4-ylamino)propan-1-ol → HCID 58985692, compound

HRID 1169777Notes

Reaction equation

HRID 1169777 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]([CH3:39])(=[N:27][C:28](=[O:38])[NH:29][C:30]2[CH:35]=[CH:34][C:33]([O:36][CH3:37])=[CH:32][CH:31]=2)=[O:26])=[CH:21][CH:20]=1>>[CH3:37][O:36][C:33]1[CH:32]=[CH:31][C:30]([NH:29][C:28]([N:27]=[S:25]([C:22]2[CH:21]=[CH:20][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:24][CH:23]=2)([CH3:39])=[O:26])=[O:38])=[CH:35][CH:34]=1

Participants

3

Reactant 2

HCID 58985641(R)-2-(2-chloro-5-(2-thienyl)pyrimidine-4-ylamino)propan-1-olHCID 59550869HCID 59550869, compound

Product 1

HCID 58985692HCID 58985692, compoundYield 30%

Procedure

In the reaction of (R)-2-(2-chloro-5-(2-thienyl)pyrimidine-4-ylamino)propan-1-ol (200 mg, 0.74 mmol) with (RS)—S-(4-aminophenyl)-N-(4-methoxy-phenylcarbamoyl)-S-methylsulphoximide (214 mg, 0.67 mmol) according to procedure 5c, the desired product is obtained in 30% yield (110 mg) after chromatographic purification (silica gel, dichloromethane/ethanol (0%-20% ethanol)).

Sources & evidence

ORD record
ord-05cf01d5306a470a9b05a5c3a0e10e50
Source dataset
uspto-grants-2010_11
Patent number
US07825128B2

Reaction notes

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