3,5-Dimethyl-1H-pyrazole-1-carboxamidine mononitrate → HCID 178421250, compound

HRID 1080631Notes

Reaction equation

HRID 1080631 reaction equation
[NH2:1][CH2:2][CH2:3][O:4]/[N:5]=[CH:6]/[CH:7]=[CH:8]/[C@H:9]1[CH2:14][CH2:13][C@:12]2([OH:29])[C@H:15]3[C@H:25]([CH2:26][CH2:27][C@:10]12[CH3:11])[C@:23]1([CH3:24])[C@@H:18]([CH2:19][C@@H:20]([OH:28])[CH2:21][CH2:22]1)[CH2:17][CH2:16]3.[N+]([O-])(O)=O.[C:34](N1C(C)=CC(C)=N1)(=[NH:36])[NH2:35]>C(O)C>[NH:1]([CH2:2][CH2:3][O:4][N:5]=[CH:6]/[CH:7]=[CH:8]/[C@H:9]1[CH2:14][CH2:13][C@:12]2([OH:29])[C@H:15]3[C@H:25]([CH2:26][CH2:27][C@:10]12[CH3:11])[C@:23]1([CH3:24])[C@@H:18]([CH2:19][C@@H:20]([OH:28])[CH2:21][CH2:22]1)[CH2:17][CH2:16]3)[C:34]([NH2:36])=[NH:35]

Participants

4

Reactant 2

HCID 1981863,5-Dimethyl-1H-pyrazole-1-carboxamidine mononitrateHCID 10597390HCID 10597390, compound

Product 1

HCID 178421250HCID 178421250, compoundYield 58.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 1.00 g of (E,E)-17β-[3-(2-aminoethoxyimino)-1-propenyl]-5β-androstane-3β,14β-diol (I-ao) and 1.05 g of 1-amidino-3,5-dimethylpyrazole nitrate in 20 ml of ethanol was heated at reflux for 10 hrs. The solution was evaporated to dryness under reduced pressure and the crude product was ground with water and then with diethyl ether/ethanol to give 0.65 g of the title compound (I-as), as a nitrate, white solid.

Workup

  1. temperatureat reflux for 10 hrs
  2. customThe solution was evaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-2c8e766194c74b16a68e5d8968727ce4
Source dataset
uspto-grants-1996_12
Patent number
US05583127

Reaction notes

Loading…