HCID 117667152, compound → HCID 117667100, compound

HRID 712664Notes

Reaction equation

HRID 712664 reaction equation
C(OC([N:8]1[C:17]2[C:12](=[CH:13][C:14]([C:18]3[CH:19]=[N:20][CH:21]=[C:22]([O:24][CH2:25][C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[CH:23]=3)=[CH:15][N:16]=2)[CH2:11][CH2:10][CH2:9]1)=O)(C)(C)C>C(O)(C(F)(F)F)=O.C(Cl)Cl>[CH2:25]([O:24][C:22]1[CH:23]=[C:18]([C:14]2[CH:13]=[C:12]3[C:17](=[N:16][CH:15]=2)[NH:8][CH2:9][CH2:10][CH2:11]3)[CH:19]=[N:20][CH:21]=1)[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Participants

4

Reactant 1

HCID 117667152HCID 117667152, compound

Product 1

HCID 117667100HCID 117667100, compoundYield 87.9%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 6-(5-benzyloxy-pyridin-3-yl)-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester (790 mg, 1.9 mmol) in 20% TFA in DCM (21 mL) is stirred at room temperature for 16 h. The solvent is removed under vacuum to afford 6-(5-benzyloxy-pyridin-3-yl)-1,2,3,4-tetrahydro-[1,8]naphthyridine (530 mg).

Workup

  1. customThe solvent is removed under vacuum

Sources & evidence

ORD record
ord-50ed47ec8d5c4db2b00bee6c95c6999a
Source dataset
uspto-grants-2015_11
Patent number
US09181272B2

Reaction notes

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