3,3-Difluoroazetidine hydrochloride → HCID 58900266, compound

HRID 642681Notes

Reaction equation

HRID 642681 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:11][C:12]1[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=[CH:14][CH:13]=1)[C:6]1[C:22](=[O:27])[O:23][C:24](=[O:26])[CH2:25][C:5]2=1.Cl.[F:29][C:30]1([F:34])[CH2:33][NH:32][CH2:31]1>CCN(CC)CC>[F:29][C:30]1([F:34])[CH2:33][N:32]([C:24](=[O:26])[CH2:25][C:5]2[C:4]3[C:8](=[CH:9][CH:10]=[C:2]([F:1])[CH:3]=3)[N:7]([CH2:11][C:12]3[C:21]4[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=4)[CH:15]=[CH:14][CH:13]=3)[C:6]=2[C:22]([OH:23])=[O:27])[CH2:31]1

Participants

4

Reactant 2

HCID 27582473,3-Difluoroazetidine hydrochlorideHCID 86613188HCID 86613188, compound

Product 1

HCID 58900266HCID 58900266, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

6-Fluoro-9-naphthalen-1-ylmethyl-4,9-dihydro-pyrano[3,4-b]indole-1,3-dione (from Example 68.1.) was ring opened with 3,3-difluoro-azetidine hydrochloride and NEt3 at 22° C. to give the title compound as a white solid. MS: 450.9 ([M−H]−).

Sources & evidence

ORD record
ord-8a85bc699a2646b09485c947c575e9b5
Source dataset
uspto-grants-2010_04
Patent number
US07696240B2

Reaction notes

Loading…