2-(O-aminooxy)ethylamine dihydrochloride → HCID 86651473, compound

HRID 1912654Notes

Reaction equation

HRID 1912654 reaction equation
[CH3:1][O:2][CH2:3][C@@H:4]1[CH:21]2[C@:16]([CH3:23])([CH2:17][CH2:18][C:19](=O)[CH2:20]2)[C@@H:15]2[C@H:6]([C@H:7]3[C@@:11]([CH2:13][CH2:14]2)([CH3:12])[C:10](=[O:24])[CH2:9][CH2:8]3)[CH2:5]1.[ClH:25].Cl.[NH2:27][CH2:28][CH2:29][O:30][NH2:31]>>[ClH:25].[NH2:27][CH2:28][CH2:29][O:30][N:31]=[C:19]1[CH2:18][CH2:17][C@@:16]2([CH3:23])[CH:21]([C@@H:4]([CH2:3][O:2][CH3:1])[CH2:5][C@@H:6]3[C@@H:15]2[CH2:14][CH2:13][C@@:11]2([CH3:12])[C@H:7]3[CH2:8][CH2:9][C:10]2=[O:24])[CH2:20]1

Participants

3

Reactant 2

HCID 143623262-(O-aminooxy)ethylamine dihydrochlorideHCID 690102726alpha-Methoxymethylandrostane-3,17-dione

Product 1

HCID 86651473HCID 86651473, compoundYield 33%

Procedure

Prepared in 33% yield as described in Example 1 starting from 6α-methoxymethylandrostane-3,17-dione (II-ap, Prepn. 16) and 2-aminoethoxyamine dihydrochloride. The crude product was crystallized from Et2O/EtOAc. 1H-NMR (300 MHz, DMSO-d6, ppm from TMS): δ 7.82 (bb, 3H), 4.06 (m, 2H), 3.22 (m, 2H), 3.20 (s, 3H), 3.05 (m, 1H), 3.02 (m, 2H), 2.45-0.60 (m, 20H), 0.89 (s, 3H), 0.78 (s, 3H).

Workup

  1. customPrepared in 33% yield
  2. customThe crude product was crystallized from Et2O/EtOAc

Sources & evidence

ORD record
ord-b72b3bdd3acd41c797b4478ee3511009
Source dataset
uspto-grants-2013_12
Patent number
US08609644B2

Reaction notes

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