Hydrochloric Acid → HCID 117667525, compound

HRID 712639Notes

Reaction equation

HRID 712639 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[CH:15]=[N:16][CH:17]=[C:18]([C:20]3[CH:21]=[N:22][C:23]4[N:24]([C:30](=[O:32])[NH2:31])[CH2:25][CH2:26][CH2:27][C:28]=4[CH:29]=3)[CH:19]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>C(Cl)Cl.O1CCOCC1>[N:16]1[CH:17]=[C:18]([C:20]2[CH:29]=[C:28]3[C:23](=[N:22][CH:21]=2)[N:24]([C:30]([NH2:31])=[O:32])[CH2:25][CH2:26][CH2:27]3)[CH:19]=[C:14]([CH:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)[CH:15]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 117667734HCID 117667734, compound

Product 1

HCID 117667525HCID 117667525, compoundYield 122.3%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To the 5-(8-carbamoyl-5,6,7,8-tetrahydro-[1,8]naphthyridin-3-yl)-3′,4′,5′,6′-tetrahydro-2′H-[3,4′]bipyridinyl-1′-carboxylic acid tert-butyl ester (19.3 mg, 0.04 mmol) in 1 mL of CH2Cl2 is added 1 mL of 4 M HCl in dioxane. The mixture is stirred for 16 h. The mixture is concentrated to give 16.5 mg of 6-(1′,2′,3′,4′,5′,6′-hexahydro-[3,4]bipyridinyl-5-yl)-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid amide

Workup

  1. concentrationThe mixture is concentrated

Sources & evidence

ORD record
ord-fad5cb47129341349034de31118ba647
Source dataset
uspto-grants-2015_11
Patent number
US09181272B2

Reaction notes

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