Glycinamide → HCID 58900275, compound

HRID 642648Notes

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.[NH2:28][CH2:29][C:30]([NH2:32])=[O:31]>>[C:30]([CH2:29][NH:28][C:24]([CH2:25][C:5]1[C:4]2[C:8](=[CH:9][CH:10]=[C:2]([F:1])[CH:3]=2)[N:7]([CH2:11][C:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=[CH:14][CH:13]=2)[C:6]=1[C:22]([OH:23])=[O:27])=[O:26])(=[O:31])[NH2:32]

Participants

Reactant 2

HCID 69020Glycinamide

HCID 86613188HCID 86613188, compound

Product 1

HCID 58900275HCID 58900275, compound

Procedure

6-Fluoro-9-naphthalen-1-ylmethyl-4,9-dihydro-pyrano[3,4-b]indole-1,3-dione (from example 34.1.) was ring opened with glycinamide at 22° C. to give the title compound as a colorless gum. MS: 432.3 ([M−H]−).

Sources & evidence

ORD record: ord-bf33b11ef54343cc8361b77d18632ee9
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07696240B2

Reaction notes

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