Hydrazine hydrate (1:1) → HCID 15819152, compound

HRID 1050289Notes

Reaction equation

HRID 1050289 reaction equation
[N:1]([C@@H:4]1[CH2:9][C@H:8]2[C@H:10]3[C@H:19]([CH2:20][CH2:21][C@:6]2([CH3:7])[C@@H:5]1[OH:24])[C:18]1[CH:17]=[CH:16][C:15]([O:22][CH3:23])=[CH:14][C:13]=1[CH2:12][CH2:11]3)=[N+]=[N-].O.NN>[Ni].CO>[NH2:1][C@@H:4]1[CH2:9][C@H:8]2[C@H:10]3[C@H:19]([CH2:20][CH2:21][C@:6]2([CH3:7])[C@@H:5]1[OH:24])[C:18]1[CH:17]=[CH:16][C:15]([O:22][CH3:23])=[CH:14][C:13]=1[CH2:12][CH2:11]3

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 21723398HCID 21723398, compound

Product 1

HCID 15819152HCID 15819152, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

2.0 g 16α-azido-3-methoxy-estra-1,3,5(10)-triene-17α-ol are reduced with 40 ml methanol, 4 ml of 80% hydrazine hydrate and 2 spatula tips Raney nickel in the above described manner. Recrystallization is performed from methanol/ether. Yield: 1.3 g (71%), F: at 145° C. conversion, at 193-198° C. melting; [α]D+44° (pyridine);

Workup

  1. customRecrystallization
  2. customat 145° C.
  3. customat 193-198° C.

Sources & evidence

ORD record
ord-8d9bfac14cdd4b1aa0b1170768915492
Source dataset
uspto-grants-2016_07
Patent number
US09382288B2

Reaction notes

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