4-Amino-5-cyano-6-ethoxypicolinic acid → HCID 66989271, compound

HRID 2407775Notes

Reaction equation

HRID 2407775 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([O:8][CH2:9][CH3:10])[N:5]=[C:4]([C:11]([OH:13])=O)[CH:3]=1.NC1C(C#N)=C(OCC)N=C(C(O)=O)C=1.[C:29]1([C:35]2[CH:39]=[C:38]([CH2:40][N:41]3[CH2:46][CH2:45][CH:44]([CH2:47][NH2:48])[CH2:43][CH2:42]3)[O:37][N:36]=2)[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>>[NH2:1][C:2]1[CH:7]=[C:6]([O:8][CH2:9][CH3:10])[N:5]=[C:4]([C:11]([NH:48][CH2:47][CH:44]2[CH2:43][CH2:42][N:41]([CH2:40][C:38]3[O:37][N:36]=[C:35]([C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)[CH:39]=3)[CH2:46][CH2:45]2)=[O:13])[CH:3]=1

Participants

4

Reactant 3

HCID 118464604-Amino-5-cyano-6-ethoxypicolinic acidHCID 58504252HCID 58504252, compoundHCID 66989402HCID 66989402, compound

Product 1

HCID 66989271HCID 66989271, compound

Procedure

According to the same procedure described in example 225, using 4-amino-6-ethoxypicolinic acid (prepared according to the reported preparation in J. Med. Chem. 2006, 49(15), 4455-4458), instead of 4-amino-5-cyano-6-ethoxypicolinic acid, and the compound prepared in Example 9 instead of tert-butyl 4-(aminomethyl)piperidine-1-carboxylate, the title compound having the following physical data was obtained.

Workup

  1. customprepared
  2. customaccording to the reported preparation in J

Sources & evidence

ORD record
ord-bcb52314b86f46fb8e2f1743941581f9
Source dataset
uspto-grants-2014_08
Patent number
US08809538B2

Reaction notes

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