Propoxyphenyl homohydroxysildenafil → Lodenafil

HRID 862894Notes

Reaction equation

C(C1C2N=CNC(=O)C=2NN=1)CC.[OH:14][CH2:15][CH2:16][N:17]1[CH2:22][CH2:21][N:20]([S:23]([C:26]2[CH:27]=[CH:28][C:29]([O:46][CH2:47][CH2:48]C)=[C:30]([C:32]3[NH:33][C:34](=[O:45])[C:35]4[N:40]([CH3:41])[N:39]=[C:38]([CH2:42][CH2:43][CH3:44])[C:36]=4[N:37]=3)[CH:31]=2)(=[O:25])=[O:24])[CH2:19][CH2:18]1>>[CH2:47]([O:46][C:29]1[CH:28]=[CH:27][C:26]([S:23]([N:20]2[CH2:19][CH2:18][N:17]([CH2:16][CH2:15][OH:14])[CH2:22][CH2:21]2)(=[O:24])=[O:25])=[CH:31][C:30]=1[C:32]1[NH:33][C:34](=[O:45])[C:35]2[N:40]([CH3:41])[N:39]=[C:38]([CH2:42][CH2:43][CH3:44])[C:36]=2[N:37]=1)[CH3:48]

Participants

Reactant 2

HCID 135505037Propoxyphenyl homohydroxysildenafil

HCID 178440421HCID 178440421, compound

Product 1

HCID 135452901Lodenafil

Procedure

1-methyl-5-[5-piperazinylsulphonyl)-2-n-propoxyphenyl]-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one; and 5-{5-[4-(2-hydroxyethyl)piperazinylsulphonyl]-2-n-propoxyphenyl}-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]-pyrimidin-7-one.

Sources & evidence

ORD record: ord-01493397e414472b97c5503be976c161
Source dataset: uspto-grants-1998_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05719283

Reaction notes

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