Potassium Carbonate → (2S)-1-[4-(2-{6-Amino-8-[(7-chloro-1,3-benzothiazol-2-yl)thio]-9H-purin-9-yl}ethyl)piperidin-1-yl]-1-oxopropan-2-ol

HRID 736677Notes

Reaction equation

HRID 736677 reaction equation
C([O:4][C@@H:5]([CH3:37])[C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][N:16]2[C:24]([S:25][C:26]3[S:27][C:28]4[C:34]([Cl:35])=[CH:33][CH:32]=[CH:31][C:29]=4[N:30]=3)=[N:23][C:22]3[C:17]2=[N:18][CH:19]=[N:20][C:21]=3[NH2:36])[CH2:10][CH2:9]1)=[O:7])(=O)C.C([O-])([O-])=O.[K+].[K+]>CO>[NH2:36][C:21]1[N:20]=[CH:19][N:18]=[C:17]2[C:22]=1[N:23]=[C:24]([S:25][C:26]1[S:27][C:28]3[C:34]([Cl:35])=[CH:33][CH:32]=[CH:31][C:29]=3[N:30]=1)[N:16]2[CH2:15][CH2:14][CH:11]1[CH2:10][CH2:9][N:8]([C:6](=[O:7])[C@@H:5]([OH:4])[CH3:37])[CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 57850093(1S)-2-[4-(2-{6-Amino-8-[(7-chloro-1,3-benzothiazol-2-yl)thio]-9H-purin-9-yl}ethyl)piperidin-1-yl]-1-methyl-2-oxoethyl acetate

Product 1

HCID 57850587(2S)-1-[4-(2-{6-Amino-8-[(7-chloro-1,3-benzothiazol-2-yl)thio]-9H-purin-9-yl}ethyl)piperidin-1-yl]-1-oxopropan-2-ol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The crude product from Step 2 was suspended in methanol and K2CO3 was added and stirring continued for 2 h. The title product was isolated after preparative HPLC purification as a trifluoroacetate salt. LC-MS [M+H]+ 518.1

Sources & evidence

ORD record
ord-a4500d5aa09246279f5d6199e1ff0794
Source dataset
uspto-grants-2009_09
Patent number
US07595401B2

Reaction notes

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