4-Aminophenylacetic acid → HCID 67021355, compound
Reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[NH2:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][C:19]([OH:21])=[O:20])=[CH:14][CH:13]=1.CO.O1CCOC[CH2:25]1>>[CH3:25][O:20][C:19](=[O:21])[CH2:18][C:15]1[CH:14]=[CH:13][C:12]([NH:11][C:2]2[CH:7]=[CH:6][N:5]=[CH:4][C:3]=2[N+:8]([O-:10])=[O:9])=[CH:17][CH:16]=1Participants
4
Procedure
A mixture of 0.500 g of 4-chloro-3-nitro-pyridine (LANCASTER) and 0.467 g of (4-amino-phenyl)-acetic acid (Aldrich) in 10 ml of MeOH/dioxane (1/1 v/v) is stirred and refluxed for 6 hours. The mixture obtained is allowed to cool to rt and is concentrated in vacuo. Crude [4-(3-nitro-pyridin-4-ylamino)-phenyl]-acetic acid methyl ester is obtained.
Workup
- temperaturerefluxed for 6 hours
- customThe mixture obtained
- concentrationis concentrated in vacuo
Sources & evidence
- ORD record
- ord-2e8109990e08481c8bc7c5a690bb8b6d
- Source dataset
- uspto-grants-2011_07
- Patent number
- US07977338B2
Reaction notes
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