Rocuronium Bromide Impurity 31 → HCID 18637387, compound

HRID 329957

Reaction equation

HRID 329957 reaction equation
[C:1]([O:4][C@@H:5]1[C@@H:22]([N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)[CH2:21][C@@:20]2([CH3:29])[C@@H:7]([CH2:8][CH2:9][C@@H:10]3[C@@H:19]2[CH2:18][CH2:17][C@@:15]2([CH3:16])[C@H:11]3[CH2:12][C@H:13]([N:34]3[CH2:38][CH2:37][CH2:36][CH2:35]3)[C@@H:14]2[O:30]C(=O)C)[CH2:6]1)(=[O:3])[CH3:2]>CO>[C:1]([O:4][C@@H:5]1[C@@H:22]([N:23]2[CH2:24][CH2:25][O:26][CH2:27][CH2:28]2)[CH2:21][C@@:20]2([CH3:29])[C@@H:7]([CH2:8][CH2:9][C@@H:10]3[C@@H:19]2[CH2:18][CH2:17][C@@:15]2([CH3:16])[C@H:11]3[CH2:12][C@H:13]([N:34]3[CH2:35][CH2:36][CH2:37][CH2:38]3)[C@@H:14]2[OH:30])[CH2:6]1)(=[O:3])[CH3:2]

Participants

3

Reactant 1

HCID 54054638Rocuronium Bromide Impurity 31

Product 1

HCID 18637387HCID 18637387, compoundYield 85.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of (2β,3α,5α,16β,17β)-2-(4-morpholinyl)-16-(1pyrrolidinyl)-androstane-3,17-diol diacetate (6.0 g) in methanol (70 ml) was set aside at room temperature for 20 h., during which time the product partially crystallised. Water (150 ml) was added to precipitate the product as a yellow solid, which was filtered off and dried. The crude solid was recrystallised from ethanol (110 ml) to give (2β,3α,5α,16β,17β)-2-(4-morpholinyl)-16-(1pyrrolidinyl)-androstane-3,17-diol 3-acetate (4.70 g), m.p. 112°-118° C.; [α]D20 =+33.1° (c 0.97 in CHCl3)

Workup

  1. customthe product partially crystallised
  2. additionWater (150 ml) was added
  3. customto precipitate the product as a yellow solid, which
  4. filtrationwas filtered off
  5. customdried
  6. customThe crude solid was recrystallised from ethanol (110 ml)

Sources & evidence

ORD record
ord-ab2c162a34bf498bb78f99e8c967b79e
Source dataset
uspto-grants-1990_01
Patent number
US04894369

Linked notes

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