Anisole → HCID 69313093, compound

HRID 32414Notes

Reaction equation

C1(OC)C=CC=CC=1.C(OC([N:16]1[CH2:21][CH2:20][CH:19]([CH2:22][O:23][CH2:24][CH:25]([NH:33][C:34]([C:36]2[CH:44]=[C:43]3[C:39]([CH:40]=[CH:41][NH:42]3)=[CH:38][CH:37]=2)=[O:35])[C:26]2[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=2)[CH2:18][CH2:17]1)=O)(C)(C)C>>[F:32][C:29]1[CH:30]=[CH:31][C:26]([CH:25]([NH:33][C:34]([C:36]2[CH:44]=[C:43]3[C:39]([CH:40]=[CH:41][NH:42]3)=[CH:38][CH:37]=2)=[O:35])[CH2:24][O:23][CH2:22][CH:19]2[CH2:18][CH2:17][NH:16][CH2:21][CH2:20]2)=[CH:27][CH:28]=1

Participants

Reactant 2

HCID 7519Anisole

HCID 693132314-{2-[(1H-indole-6-carbonyl)amino]-2-(4-fluoro-phenyl)ethoxymethyl}piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 69313093HCID 69313093, compoundYield 102.7%

Procedure

Using deprotection method B, but without addition of anisole, 4-{2-[(1H-indole-6-carbonyl)amino]-2-(4-fluoro-phenyl)ethoxymethyl}piperidine-1-carboxylic acid tert-butyl ester (1.6 g, 3.2 mmol) afforded 1.3 g (100%) of the title compound as a crude residue which was used without further purification.

Sources & evidence

ORD record: ord-e32fcc12992c4947bebbd8c0f043d2a8
Source dataset: uspto-grants-2008_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07427632B2

Reaction notes

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