Solketal → HCID 59540534, compound

HRID 1677539Notes

Reaction equation

HRID 1677539 reaction equation
[O:1]=[S:2]1(=[O:38])[CH2:7][CH2:6][N:5]([C:8]2[CH:9]=[C:10]([C:15]3[N:16]=[C:17]4[C:23]([C:24](=[O:29])[C:25]([CH3:28])([CH3:27])[CH3:26])=[CH:22][N:21]([CH2:30][O:31][CH2:32][CH2:33][Si:34]([CH3:37])([CH3:36])[CH3:35])[C:18]4=[N:19][CH:20]=3)[CH:11]=[C:12]([OH:14])[CH:13]=2)[CH2:4][CH2:3]1.[CH3:39][C:40]1([CH3:47])[O:44][CH:43]([CH2:45]O)[CH2:42][O:41]1.CSCCO>>[CH3:39][C:40]1([CH3:47])[O:44][CH:43]([CH2:45][O:14][C:12]2[CH:11]=[C:10]([C:15]3[N:16]=[C:17]4[C:23]([C:24](=[O:29])[C:25]([CH3:28])([CH3:26])[CH3:27])=[CH:22][N:21]([CH2:30][O:31][CH2:32][CH2:33][Si:34]([CH3:37])([CH3:36])[CH3:35])[C:18]4=[N:19][CH:20]=3)[CH:9]=[C:8]([N:5]3[CH2:4][CH2:3][S:2](=[O:1])(=[O:38])[CH2:7][CH2:6]3)[CH:13]=2)[CH2:42][O:41]1

Participants

4

Reactant 3

HCID 7528SolketalHCID 789252-(Methylthio)ethanolHCID 59541013HCID 59541013, compound

Product 1

HCID 59540534HCID 59540534, compound

Procedure

This material was prepared from 1-[2-[3-(1,1-dioxo-1lambda*6*-thiomorpholin-4-yl)-5-hydroxy-phenyl]-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-2,2-dimethyl-propan-1-one via Mitsunobu type alkylation similar to that which was described as above, but using “(2,2-Dimethyl-[1,3]dioxolan-4-yl)-methanol” in place of “2-methylsulfanyl-ethanol”.

Sources & evidence

ORD record
ord-32d7ad9f69384a1b9c1c0e29274b04f6
Source dataset
uspto-grants-2011_08
Patent number
US08008298B2

Reaction notes

Loading…