Tetrabutylammonium Fluoride → HCID 68464384, compound

HRID 2105413Notes

Reaction equation

[CH:1]1([CH2:4][N:5]2[CH2:27][C@@H:26]([CH:28](C(C)(C)C(C)C)[O:29][SiH](C)C)[N:8]3[C:9]4[CH:10]=[CH:11][C:12]([O:16][CH:17]5[CH2:22][CH2:21][N:20]([CH:23]([CH3:25])[CH3:24])[CH2:19][CH2:18]5)=[CH:13][C:14]=4[CH:15]=[C:7]3[C:6]2=[O:39])[CH2:3][CH2:2]1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>>[CH:1]1([CH2:4][N:5]2[CH2:27][C@@H:26]([CH2:28][OH:29])[N:8]3[C:9]4[CH:10]=[CH:11][C:12]([O:16][CH:17]5[CH2:18][CH2:19][N:20]([CH:23]([CH3:25])[CH3:24])[CH2:21][CH2:22]5)=[CH:13][C:14]=4[CH:15]=[C:7]3[C:6]2=[O:39])[CH2:3][CH2:2]1

Participants

Reactant 2

HCID 2724141Tetrabutylammonium Fluoride

HCID 137331243HCID 137331243, compound

Product 1

HCID 68464384HCID 68464384, compoundYield 74%

Procedure

The title compound was synthesized in analogy to example 12, from (S)-2-cyclopropylmethyl-4-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-8-(1-isopropyl-piperidin-4-yloxy)-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one and tetra-n-butylammoniumfluoride, to give the desired product as a colorless oil (74%).

Sources & evidence

ORD record: ord-449e7d1d6cbc426facbd54828c796c62
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07579351B2

Reaction notes

Loading…