Flurbiprofen → HCID 58789390, compound

HRID 1175568Notes

Reaction equation

HRID 1175568 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([CH:8]([CH3:12])[C:9]([OH:11])=O)[CH:5]=[CH:4][C:3]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[O:19]1[CH:23]=[CH:22][CH:21]=[C:20]1[CH2:24][NH2:25]>>[F:1][C:2]1[CH:7]=[C:6]([CH:8]([CH3:12])[C:9]([NH:25][CH2:24][C:20]2[O:19][CH:23]=[CH:22][CH:21]=2)=[O:11])[CH:5]=[CH:4][C:3]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 3394FlurbiprofenHCID 3438Furfurylamine

Product 1

HCID 58789390HCID 58789390, compoundYield 75%

Procedure

Prepared in a similar manner to Example 3 from 2-(2-fluorobiphenyl-4-yl)propanoic acid and furan-2-ylmethanamine. Yield: 75%. 1H NMR (500 MHz, CDCl3): δ 1.55-1.56 (d, 3H), 3.56-3.58 (m, 1H), 4.35-4.40 (dd, 1H, J1=5.3 Hz, J2=15.5 Hz), 4.45-4.49 (dd, 1H, J1=5.7 Hz, J2=15.6 Hz), 5.72 (s br, 1H), 6.16 (d, 1H, J=2.7 Hz), 6.39 (m, 1H), 7.10-7.15 (m, 2H), 7.25-7.45 (m, 5H), 7.54 (m, 2H).

Sources & evidence

ORD record
ord-50d4228810544e1995ec503e184659eb
Source dataset
uspto-grants-2010_11
Patent number
US07842324B2

Reaction notes

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