(R)-2-(2-chloro-5-(2-thienyl)pyrimidine-4-ylamino)propan-1-ol → HCID 58985702, compound

HRID 1169779Notes

Reaction equation

HRID 1169779 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]([CH3:37])(=[N:27][C:28](=[O:36])[NH:29][C:30]2[CH:31]=[N:32][CH:33]=[CH:34][CH:35]=2)=[O:26])=[CH:21][CH:20]=1>>[N:32]1[CH:33]=[CH:34][CH:35]=[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)([CH3:37])=[O:26])=[O:36])[CH:31]=1

Participants

3

Reactant 2

HCID 58985641(R)-2-(2-chloro-5-(2-thienyl)pyrimidine-4-ylamino)propan-1-olHCID 59550855HCID 59550855, compound

Product 1

HCID 58985702HCID 58985702, compoundYield 4%

Procedure

In the reaction of (R)-2-(2-chloro-5-(2-thienyl)pyrimidine-4-ylamino)propan-1-ol (30.7 mg, 0.11 mmol) with (RS)—S-(4-aminophenyl)-N-(pyridin-3-ylcarbamoyl)-S-methylsulphoximide (30 mg, 0.1 mmol) according to procedure 5c, the desired product is obtained in 4% yield (2.3 mg) after chromatographic purification (silica gel, dichloromethane/ethanol (0%-20% ethanol) and HPLC).

Sources & evidence

ORD record
ord-79243502660648d5bbd5e018f4b30066
Source dataset
uspto-grants-2010_11
Patent number
US07825128B2

Reaction notes

Loading…