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Tert-butyl 2-(3-aminophenoxy)acetate → HCID 178433202, compound

HRID 378992
Notes
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Reaction equation

HRID 378992 reaction equation
[NH:1]([C:5]1[S:6][C:7]([C:11]([OH:13])=O)=[C:8]([CH3:10])[N:9]=1)[C:2]([NH2:4])=[NH:3].[NH2:14][C:15]1[CH:16]=[C:17]([CH:27]=[CH:28][CH:29]=1)[O:18][CH2:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21]>C(Cl)Cl.C(OCC)(=O)C>[NH:1]([C:5]1[S:6][C:7]([C:11]([NH:14][C:15]2[CH:16]=[C:17]([CH:27]=[CH:28][CH:29]=2)[O:18][CH2:19][C:20]([O:22][C:23]([CH3:24])([CH3:25])[CH3:26])=[O:21])=[O:13])=[C:8]([CH3:10])[N:9]=1)[C:2]([NH2:4])=[NH:3]
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 10561049Tert-butyl 2-(3-aminophenoxy)acetateHCID 178433209HCID 178433209, compound

Product 1

HCID 178433202HCID 178433202, compound

Reagents, catalysts & solvents 1

HCID 21226138Dichloromethane ethylacetateSolvent

Procedure

2-Guanidino-4-methyl-thiazole-5-carboxylic acid is reacted with tert-butyl (3-amino-phenoxy)-acetate in the same manner as in Example 3. Chromatography on silica gel with methylene chloride-ethyl acetate and methylene chloride-alcohol gives 176 mg of tert-butyl {3-[(2-guanidino-4-methyl-thiazole-5-carbonyl)-amino]-phenoxy}-acetate, m.p. 204° C., MS: 406 (M+H)+.

Sources & evidence

ORD record
ord-c68db61d470048ba9a00c0facda94b3f
Source dataset
uspto-grants-2001_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06297266B1

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes