(4,4-difluoro-1-((S)-1-phenylethyl)piperidin-2-yl)methanol → 2-((4,4-Difluoro-1-((S)-1-phenylethyl)piperidin-2-yl)methyl)isoindoline-1,3-dione

HRID 61147Notes

Reaction equation

HRID 61147 reaction equation
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[N:3]1C[C@@H]1[C@H](C)CCCN1C(OCC1C=CC=CC=1)=O.[F:30][C:31]1([F:47])[CH2:36][CH2:35][N:34]([C@H:37]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[CH3:38])[CH:33]([CH2:45]O)[CH2:32]1>>[F:30][C:31]1([F:47])[CH2:36][CH2:35][N:34]([C@H:37]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[CH3:38])[CH:33]([CH2:45][N:3]2[C:4](=[O:11])[C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[C:2]2=[O:1])[CH2:32]1

Participants

3

Reactant 2

HCID 117727807(4,4-difluoro-1-((S)-1-phenylethyl)piperidin-2-yl)methanolHCID 117731460(2S,3R)-Benzyl 2-((1,3-dioxoisoindolin-2-yl)methyl)-3-methylpiperidine-1-carboxylate

Product 1

HCID 1177281942-((4,4-Difluoro-1-((S)-1-phenylethyl)piperidin-2-yl)methyl)isoindoline-1,3-dione

Procedure

The title compound was prepared following the same general protocol as described for (2S,3R)-benzyl 2-((1,3-dioxoisoindolin-2-yl)methyl)-3-methylpiperidine-1-carboxylate in Example A1 using (4,4-difluoro-1-((S)-1-phenylethyl)piperidin-2-yl)methanol (1.1 g, 97%). MS (ESI) 285 (M+H).

Sources & evidence

ORD record
ord-40832b6f8558467d8f7b7fba844a124f
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

Loading…