Dimethylamine → HCID 23581971, compound

HRID 642709Notes

Reaction equation

[C:1]([CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]([CH2:14][C:15]2[C:24]3[C:19](=[CH:20][CH:21]=[C:22]([F:25])[CH:23]=3)[CH:18]=[CH:17][CH:16]=2)[C:6]=1[C:26]([OH:28])=[O:27])(O)=[O:2].FC1C=C2C(C=CC=C2[CH2:40][N:41]2C3C(=CC=CC=3)C3CC(=O)OC(=O)[C:42]2=3)=CC=1.CNC>>[CH3:40][N:41]([CH3:42])[C:1]([CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]([CH2:14][C:15]2[C:24]3[C:19](=[CH:20][CH:21]=[C:22]([F:25])[CH:23]=3)[CH:18]=[CH:17][CH:16]=2)[C:6]=1[C:26]([OH:28])=[O:27])=[O:2]

Participants

Reactant 3

HCID 674Dimethylamine

HCID 58900279HCID 58900279, compound

HCID 86613193HCID 86613193, compound

Product 1

HCID 23581971HCID 23581971, compound

Procedure

3-Carboxymethyl-1-(7-fluoro-naphthalen-1-ylmethyl)-1H-indole-2-carboxylic acid (from Example 102) was converted to 9-(7-fluoro-naphthalen-1-ylmethyl)-4,9-dihydro-pyrano[3,4-b]indole-1,3-dione as described in Example 68.1. which was converted according to Example 68.2. but using dimethyl amine to give the title compound as a white solid. MS: 403.5 ([M−H]−).

Sources & evidence

ORD record: ord-0a66328b39d1409aa400c1ee7e64f2f4
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07696240B2

Reaction notes

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