Ethanol → [4-(3-Amino-pyridin-2-ylamino)-2-chloro-phenyl]-acetic acid ethyl ester

HRID 1010725Notes

Reaction equation

HRID 1010725 reaction equation
[CH2:1]([O:3][C:4](=[O:23])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13]2[C:18]([N+:19]([O-])=O)=[CH:17][CH:16]=[CH:15][N:14]=2)=[CH:8][C:7]=1[Cl:22])[CH3:2].CCO>CCCCCC.CCOC(C)=O>[CH2:1]([O:3][C:4](=[O:23])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13]2[C:18]([NH2:19])=[CH:17][CH:16]=[CH:15][N:14]=2)=[CH:8][C:7]=1[Cl:22])[CH3:2]

Participants

4

Reactant 2

HCID 702EthanolHCID 67023632[2-Chloro-4-(3-nitropyridin-2-ylamino)-phenyl]-acetic acid ethyl ester

Product 1

HCID 67021554[4-(3-Amino-pyridin-2-ylamino)-2-chloro-phenyl]-acetic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

is obtained analogously to the method as described in Step 1.3 but using [2-chloro-4-(3-nitro-pyridin-2-ylamino)-phenyl]-acetic acid ethyl ester instead of [4-(3-nitro-pyridin-2-ylamino)-phenyl]-acetic acid methyl ester as a starting material, EtOH instead of MeOH as the solvent and the reaction mixture is stirred for 22 hours instead of 4 hours at rt. ES-MS: 306.1 [M+H]+; single peak at tR=3.06 min (System 1); Rf=0.16 (Hexane/EtOAc, 1:1).

Workup

  1. customis obtained analogously to the method

Sources & evidence

ORD record
ord-884cc7d901c94c55b4ae7ab683210ae0
Source dataset
uspto-grants-2011_07
Patent number
US07977338B2

Reaction notes

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