HCID 54505013, compound → HCID 67629093, compound

HRID 583174Notes

Reaction equation

HRID 583174 reaction equation
[CH3:1][O:2][C:3]([CH:5]1[CH2:30][CH2:29][C:7]2([O:11][CH2:10][C:9]([C:12]3[C:13]([O:27][CH3:28])=[N:14][CH:15]=[C:16]([N:18]4[C:22]([C:23]([F:26])([F:25])[F:24])=[N:21][N:20]=[N:19]4)[CH:17]=3)=[CH:8]2)[CH:6]1[C:31]1[CH:36]=[CH:35][C:34]([F:37])=[CH:33][CH:32]=1)=[O:4]>CO.[OH-].[Pd+2].[OH-]>[CH3:1][O:2][C:3]([C@H:5]1[CH2:30][CH2:29][C@:7]2([O:11][CH2:10][C@H:9]([C:12]3[C:13]([O:27][CH3:28])=[N:14][CH:15]=[C:16]([N:18]4[C:22]([C:23]([F:24])([F:25])[F:26])=[N:21][N:20]=[N:19]4)[CH:17]=3)[CH2:8]2)[C@@H:6]1[C:31]1[CH:36]=[CH:35][C:34]([F:37])=[CH:33][CH:32]=1)=[O:4]

Participants

4

Reactant 1

HCID 54505013HCID 54505013, compound

Product 1

HCID 67629093HCID 67629093, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

The title compound was prepared by hydrogenation with H2 in methanol over 20% palladium hydroxide of 6-(4-fluorophenyl)-3-[2-methoxy-5-(5-trifluoromethyl-tetrazol-1-yl)-pyridin-3-yl]-1-oxaspiro[4.4]non-3-ene-7-carboxylic acid methyl ester by the method given in Example 6, Step G. H NMR (400 MHz, CDCl3): δ 7.435(d, J=3 Hz,1H);7.20-7.28(m, 2H); 6.78-6.85(m, 2H); 6.503(d, J=3 Hz, 1H); 4.12(t, J=7 Hz 1H); 3.67 (m, 1H); 3.55(s,3H); 3.53(s, 3H); 3.27-3.45(m, 1H); 3.15-3.20(m,1H); 3.10(t, J=8 Hz, 1H); 2.25-3.33(m, 2H); 2.15-2.24(m, 1H); 1.85-2.0(m, 2H); 1.69(dd, J=13 Hz, J=9 Hz, 1H). Mass spectrum: 522 (M+1).

Sources & evidence

ORD record
ord-c6732b3e178941afb79a4ec6d15f623c
Source dataset
uspto-grants-1999_07
Patent number
US05929094

Reaction notes

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