Dimethylamine → HCID 58900263, compound

HRID 642717Notes

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:16]3[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:17]=3[S:18][CH:19]=2)[C:6]=1[C:25]([OH:27])=[O:26])(O)=[O:2].FC1C=CC2SC=C([CH2:36][N:37]3C4C(=CC=CC=4)C4CC(=O)OC(=O)[C:38]3=4)C=2C=1.CNC>>[CH3:36][N:37]([CH3:38])[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:16]3[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:17]=3[S:18][CH:19]=2)[C:6]=1[C:25]([OH:27])=[O:26])=[O:2]

Participants

Reactant 3

HCID 674Dimethylamine

HCID 58900222HCID 58900222, compound

HCID 86613194HCID 86613194, compound

Product 1

HCID 58900263HCID 58900263, compound

Procedure

3-Carboxymethyl-1-(5-fluoro-benzo[b]thiophen-3-ylmethyl)-1H-indole-2-carboxylic acid (from Example 59) was converted to 9-(5-fluoro-benzo[b]thiophen-3-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 3-dimethylcarbamoylmethyl-1-(5-fluoro-benzo[b]thiophen-3-ylmethyl)-1H-indole-2-carboxylic acid as a white solid. MS: 409.4 ([M−H]−).

Sources & evidence

ORD record: ord-17423202fcf04db0b6e70abf211c4aae
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07696240B2

Reaction notes

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