Methyl 6-formylpyridine-2-carboxylate → HCID 178497691, compound

HRID 931263Notes

Reaction equation

HRID 931263 reaction equation
Cl.Cl.[NH2:3][C:4]1[CH:5]=[CH:6][C:7]([N:11]2[CH2:16][CH2:15][CH2:14][C@@H:13]([C:17]([N:19]3[CH2:23][CH2:22][CH2:21][CH2:20]3)=[O:18])[CH2:12]2)=[N:8][C:9]=1[NH2:10].[CH:24]([C:26]1[N:31]=[C:30]([C:32]([O:34][CH3:35])=[O:33])[CH:29]=[CH:28][CH:27]=1)=O>CO>[N:19]1([C:17]([C@@H:13]2[CH2:14][CH2:15][CH2:16][N:11]([C:7]3[N:8]=[C:9]4[NH:10][C:24]([C:26]5[N:31]=[C:30]([C:32]([O:34][CH3:35])=[O:33])[CH:29]=[CH:28][CH:27]=5)=[N:3][C:4]4=[CH:5][CH:6]=3)[CH2:12]2)=[O:18])[CH2:23][CH2:22][CH2:21][CH2:20]1

Participants

4

Reactant 2

HCID 12575850Methyl 6-formylpyridine-2-carboxylateHCID 89854051(R)-(1-(5,6-Diaminopyridin-2-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone dihydrochloride2×

Product 1

HCID 178497691HCID 178497691, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(R)-Methyl 6-(5-(3-(pyrrolidine-1-carbonyl)piperidin-1-yl)-3H-imidazo[4,5-b]pyridin-2-yl)picolinate (150 mg) was prepared by a method analogous to the one used for Example 112, but using (R)-(1-(6-amino-5-nitropyridin-2-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone (Intermediate 1, Step 3), methyl 6-formylpicolinate, and methanol as the solvent. MS (ES+) (M+H) 434.67; LCMS retention time 5.39 min (Method H).

Sources & evidence

ORD record
ord-093b182b5cb6490caa1bd4ebfd4e2de4
Source dataset
uspto-grants-2016_03
Patent number
US09296745B2

Reaction notes

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