Urea → HCID 117667099, compound

HRID 712672Notes

Reaction equation

HRID 712672 reaction equation
FC(F)(F)C(O)=O.[N:8]1[C:17]2[NH:16][CH2:15][CH2:14][CH2:13][C:12]=2[CH:11]=[C:10]([C:18]2[CH:19]=[C:20]([O:24][CH:25]3[CH2:30][CH2:29][N:28]([C:31](=[O:33])[CH3:32])[CH2:27][CH2:26]3)[CH:21]=[N:22][CH:23]=2)[CH:9]=1.[NH2:34][C:35]([NH2:37])=[O:36]>C(Cl)Cl>[N:8]1[C:17]2[NH:16][CH2:15][CH2:14][CH2:13][C:12]=2[CH:11]=[C:10]([C:18]2[CH:19]=[C:20]([O:24][CH:25]3[CH2:30][CH2:29][N:28]([C:31](=[O:33])[CH3:32])[CH2:27][CH2:26]3)[CH:21]=[N:22][CH:23]=2)[CH:9]=1.[C:31]([N:28]1[CH2:29][CH2:30][CH:25]([O:24][C:20]2[CH:19]=[C:18]([C:10]3[CH:11]=[C:12]4[C:17](=[N:8][CH:9]=3)[N:34]([C:35]([NH2:37])=[O:36])[CH2:15][CH2:14][CH2:13]4)[CH:23]=[N:22][CH:21]=2)[CH2:26][CH2:27]1)(=[O:33])[CH3:32]

Participants

6

Reactant 3

HCID 1176UreaHCID 6422Trifluoroacetic acidHCID 117667234HCID 117667234, compound

Product 2

HCID 117667099HCID 117667099, compoundHCID 117667234HCID 117667234, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-{4-[5-(5,6,7,8-Tetrahydro-[1,8]naphthyridin-3-yl)-pyridin-3-yloxy]-piperidin-1-yl}-ethanone is synthesized according to the procedure for Step 2 of Example 27 using 20% trifluoroacetic acid in DCM as the reagent. 1-{4-[5-(5,6,7,8-Tetrahydro-[1,8]naphthyridin-3-yl)-pyridin-3-yloxy]-piperidin-1-yl}-ethanone (200 mg, 0.57 mmol) is converted to 34 mg of the titled product according to the procedure of Urea Formation Method I.

Sources & evidence

ORD record
ord-b78a5d717c9b4976a1bdbc815eabce39
Source dataset
uspto-grants-2015_11
Patent number
US09181272B2

Reaction notes

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