Ammonium formate → HCID 21995233, compound

HRID 1977683Notes

Reaction equation

HRID 1977683 reaction equation
OC1C=CC(C2C=CN=C(NC3C=C(OC)C(OC)=C(OC)C=3)N=2)=CC=1.C([O:34][C:35]1[CH:40]=[CH:39][C:38]([NH:41][C:42]2[CH:47]=[CH:46][N:45]=[C:44]([NH:48][C:49]3[CH:54]=[C:53]([O:55][CH3:56])[C:52]([O:57][CH3:58])=[C:51]([O:59][CH3:60])[CH:50]=3)[N:43]=2)=[CH:37][CH:36]=1)C1C=CC=CC=1.C([O-])=O.[NH4+]>[Pd]>[OH:34][C:35]1[CH:40]=[CH:39][C:38]([NH:41][C:42]2[CH:47]=[CH:46][N:45]=[C:44]([NH:48][C:49]3[CH:54]=[C:53]([O:55][CH3:56])[C:52]([O:57][CH3:58])=[C:51]([O:59][CH3:60])[CH:50]=3)[N:43]=2)=[CH:37][CH:36]=1

Participants

5

Reactant 3

HCID 2723923Ammonium formateHCID 21995261HCID 21995261, compoundHCID 135815278HCID 135815278, compound

Product 1

HCID 21995233HCID 21995233, compoundYield 99.5%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

In a manner analogous to the preparation of the compound of Example 49 from the compound of Example 104 (3.0 g, 6.55 mmol), ammonium formate (1.20 g, 19.60 mmol) and 10% palladium on carbon (300 mg) to give the title compound (2.40 g) as a white solid m.p. 112-115°. δH (CDCl3) 7/96)1H. d, J 5.9 Hz), 7.16 (2H, d, J 8.7 Hz), 7.06 (1H, s), 6.83 (1H, s), 6.80 (3H, m), 6.68 (1H, s), 6.01 (1H, d, J 5.9 Hz), 3.79 (3H, s) and 3.78 (6H, s). MS m/z 369 (M+H)+.

Sources & evidence

ORD record
ord-e33c91c48a8446a2b2d9fb7642b7f07e
Source dataset
uspto-grants-2001_05
Patent number
US06235746B1

Reaction notes

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