Dibenzyl 2-(3-fluorophenyl)-6-methoxy-4-oxo-1,4-dihydroquinolin-5-yl phosphate → 1256037-60-1

HRID 38635Notes

Reaction equation

HRID 38635 reaction equation
[P:1]([O:19][C:20]1[C:29]([O:30][CH3:31])=[CH:28][CH:27]=[C:26]2[C:21]=1[C:22](=[O:39])[CH:23]=[C:24]([C:32]1[CH:37]=[CH:36][CH:35]=[C:34]([F:38])[CH:33]=1)[NH:25]2)([O:11]CC1C=CC=CC=1)([O:3]CC1C=CC=CC=1)=[O:2].P(OC1C2C(=CC=C(OC)C=2OP(O)(O)=O)N=C(C2C=CC=C(F)C=2)C=1)(O)(O)=O>>[P:1]([OH:11])([OH:3])([O:19][C:20]1[C:29]([O:30][CH3:31])=[CH:28][CH:27]=[C:26]2[C:21]=1[C:22](=[O:39])[CH:23]=[C:24]([C:32]1[CH:37]=[CH:36][CH:35]=[C:34]([F:38])[CH:33]=1)[NH:25]2)=[O:2]

Participants

3

Reactant 2

HCID 49840581Dibenzyl 2-(3-fluorophenyl)-6-methoxy-4-oxo-1,4-dihydroquinolin-5-yl phosphateHCID 56644919HCID 56644919, compound

Product 1

HCID 498405821256037-60-1Yield 63.7%

Procedure

Compound 51 (0.25 g, 0.46 mmol) was allowed to react in the same manner as described in the preparation of compound 49 to give 52. Yellow solid; yield: 63.7%; mp 179-181° C.; MS (ESI): m/z 366 (M+H)+; 1H-NMR (D2O+NaOD, 200 MHz): δ 3.76 (s, 3H), 6.53 (s, 1H), 7.05 (1, =8.4 Hz, 1H), 7.24-7.60 (m, 5H); Anal. (C16H13FNO6P) C, H, N.

Workup

  1. customto react in the same manner

Sources & evidence

ORD record
ord-1f8f1529ee2f4c919d486bd0a8ce7a45
Source dataset
uspto-grants-2013_09
Patent number
US08524740B2

Reaction notes

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