Furfurylamine → HCID 54707863, compound

HRID 2364173Notes

Reaction equation

HRID 2364173 reaction equation
[CH2:1]([C:8]1[CH:17]=[C:16]2[C:11]([C:12]([OH:35])=[C:13]([C:30](OCC)=[O:31])[C:14](=[O:29])[N:15]2[CH2:18][C:19]2[CH:24]=[CH:23][C:22]([S:25]([CH3:28])(=[O:27])=[O:26])=[CH:21][CH:20]=2)=[N:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:36]([NH2:42])[C:37]1[O:41][CH:40]=[CH:39][CH:38]=1>>[CH2:1]([C:8]1[CH:17]=[C:16]2[C:11]([C:12]([OH:35])=[C:13]([C:30]([NH:42][CH2:36][C:37]3[O:41][CH:40]=[CH:39][CH:38]=3)=[O:31])[C:14](=[O:29])[N:15]2[CH2:18][C:19]2[CH:24]=[CH:23][C:22]([S:25]([CH3:28])(=[O:27])=[O:26])=[CH:21][CH:20]=2)=[N:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 3438FurfurylamineHCID 58882900HCID 58882900, compound

Product 1

HCID 54707863HCID 54707863, compound

Procedure

This compound was prepared from ethyl 7-benzyl-4-hydroxy-1-[4-(methylsulfonyl)benzyl]-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate and furfurylamine employing methods similar to those described in Example 2. The product was obtained as a light beige solid: 1H NMR (CDCl3) δ 10.37 (1H, br t, J=5.5 Hz), 8.62 (1H, s), 7.81 (2H, d, J=8 Hz), 7.39 (1H, s), 7.30 (3H, m), 7.17 (2H, d, J=8 Hz), 7.06 (1H, s), 7.03 (2H, m), 6.33 (2H, m), 5.40 (2H, br), 4.66 (2H, br d, J=5.5 Hz), 4.05 (2H, s), 3.01 (3H, s); HRMS calcd for C29H25N3O6S+H+: 544.1542. Found: 544.1534.

Workup

  1. customThe product was obtained as a light beige solid

Sources & evidence

ORD record
ord-02cf3cf592d34073ba1d55ccf0ed41c7
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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