Dimethylamine → HCID 23581906, compound

HRID 642704Notes

Reaction equation

HRID 642704 reaction equation
[C:1]([CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([F:14])[CH:12]=2)[N:7]([CH2:15][C:16]2[C:25]3[C:20](=[CH:21][CH:22]=[C:23]([F:26])[CH:24]=3)[CH:19]=[CH:18][CH:17]=2)[C:6]=1[C:27]([OH:29])=[O:28])(O)=[O:2].FC1C=C2[C:37](=CC=1)[N:36](CC1C3C(=CC=C(F)C=3)C=CC=1)[C:35]1C(=O)OC(=O)CC2=1.CNC>>[CH3:35][N:36]([CH3:37])[C:1]([CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([F:14])[CH:12]=2)[N:7]([CH2:15][C:16]2[C:25]3[C:20](=[CH:21][CH:22]=[C:23]([F:26])[CH:24]=3)[CH:19]=[CH:18][CH:17]=2)[C:6]=1[C:27]([OH:29])=[O:28])=[O:2]

Participants

4

Reactant 3

HCID 674DimethylamineHCID 58900262HCID 58900262, compoundHCID 86613192HCID 86613192, compound

Product 1

HCID 23581906HCID 23581906, compound

Procedure

3-Carboxymethyl-5-fluoro-1-(7-fluoro-naphthalen-1-ylmethyl)-1H-indole-2-carboxylic acid (from Example 97) was converted to 6-fluoro-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: 421.0 ([M−H]−).

Sources & evidence

ORD record
ord-4d17688dc3bd4ccf886f5f831a37be9b
Source dataset
uspto-grants-2010_04
Patent number
US07696240B2

Reaction notes

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