HCID 53377966, compound → HCID 53378066, compound

HRID 389496Notes

Reaction equation

HRID 389496 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([N:7]2[CH:11]=[C:10]([C:12]3[CH:17]=[N:16][C:15]([NH2:18])=[C:14]4[O:19][C:20]([C:22]5[CH2:23][CH2:24][NH:25][CH2:26][CH:27]=5)=[CH:21][C:13]=34)[CH:9]=[N:8]2)[CH2:3][CH2:2]1>CO.[Pd]>[NH:25]1[CH2:24][CH2:23][CH:22]([C:20]2[O:19][C:14]3=[C:15]([NH2:18])[N:16]=[CH:17][C:12]([C:10]4[CH:9]=[N:8][N:7]([CH:4]5[CH2:5][CH2:6][NH:1][CH2:2][CH2:3]5)[CH:11]=4)=[C:13]3[CH:21]=2)[CH2:27][CH2:26]1

Participants

4

Reactant 1

HCID 53377966HCID 53377966, compound

Product 1

HCID 53378066HCID 53378066, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of 4-[1-(piperidin-4-yl)-1H-pyrazol-4-yl]-2-(1,2,3,6-tetrahydropyridin-4-yl)furo[2,3-c]pyridin-7-amine (30 mg, 0.082 mmol) and 10% Pd/C (5 mg) in MeOH (10 mL) was stirred at RT under a H2 balloon for 2 h. The reaction mixture was filtered and concentrated to afford the title compound. 1H NMR (400 MHz, CD3OD): δ 8.29 (s, 1H), 7.89 (s, 1H), 7.73 (s, 1H), 7.19 (s, 1H), 4.62 (m, 1H), 3.49 (m, 4H), 3.34 (m, 1H), 3.15 (m, 4H), 2.29 (m, 6H), 2.07 (m, 2H); MS (ESI): 367.1 [M+H]+.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-00b315dd786b440a964c69dffbd42ce9
Source dataset
uspto-grants-2013_02
Patent number
US08378104B2

Reaction notes

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