Diethyl Ether → HCID 22180699, compound

HRID 1795877Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:23]=[C:24]([O:27][CH3:28])[C:25]=1[OH:26])[O:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[N:12]([CH2:16][C:17](=[O:19])[NH2:18])[C:11]([NH2:20])=[C:10]2[C:21]#[N:22].[CH3:29]COCC>>[CH3:28][O:27][C:24]1[CH:23]=[C:5]([CH:4]=[C:3]([O:2][CH3:1])[C:25]=1[O:26][CH3:29])[O:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[N:12]([CH2:16][C:17](=[O:19])[NH2:18])[C:11]([NH2:20])=[C:10]2[C:21]#[N:22]

Participants

Reactant 2

HCID 3283Diethyl Ether

HCID 22180686HCID 22180686, compound

Product 1

HCID 22180699HCID 22180699, compound

Procedure

Using the general method of selective demethylation described for Example 31 5-(3,5-dimethoxy-4-hydroxyphenoxy)-2-amino-1-carbamoylmethyl-1H-indole-3-carbonitrile (95 mg) was obtained as a beige solid from 5-(3,4,5-trimethoxyphenoxy)-2-amino-1-carbamoylmethyl-1H-indole-3-carbonitrile (150 mg; 0.37 mmol) after trituration with Et2O.

Sources & evidence

ORD record: ord-e555336ee3734dcbb3a519e559514135
Source dataset: uspto-grants-2006_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07030123B2

Reaction notes

Loading…