Formamide → HCID 15838318, compound

HRID 1735161Notes

Reaction equation

HRID 1735161 reaction equation
[CH3:1][N:2]1[C:19](=[O:20])[CH2:18][CH2:17][C@@:16]2([CH3:21])[C@H:3]1[CH2:4][CH2:5][C@@H:6]1[C@@H:15]2[CH2:14][CH2:13][C@@:11]2([CH3:12])[C@H:7]1[CH2:8][CH2:9][C@@H:10]2[O:22][CH2:23][C:24](O)=[O:25].C([NH2:29])=O>>[CH3:1][N:2]1[C:19](=[O:20])[CH2:18][CH2:17][C@@:16]2([CH3:21])[C@H:3]1[CH2:4][CH2:5][C@@H:6]1[C@@H:15]2[CH2:14][CH2:13][C@@:11]2([CH3:12])[C@H:7]1[CH2:8][CH2:9][C@@H:10]2[O:22][CH2:23][C:24]([NH2:29])=[O:25]

Participants

3

Reactant 2

HCID 713FormamideHCID 15838319HCID 15838319, compound

Product 1

HCID 15838318HCID 15838318, compound

Procedure

4-Methyl-5α-4-azaandrostan-3-on-17β-yloxyacetic acid (40 mg) and formamide (0.8 ml) were heated at 178°-180° C. under N2 for 18 hours. The mixture was cooled to room temperature and poured onto ice-water. The crude product was extracted with CH2Cl2 and dried (Na2SO4). Removal of solvent gave the crude product which was recrystallized from CH2Cl2 -hexane with trace MeOH to give title product, m.p. 222°-225° C.

Workup

  1. additionpoured onto ice-water
  2. extractionThe crude product was extracted with CH2Cl2
  3. dry with materialdried (Na2SO4)
  4. customRemoval of solvent
  5. customgave the crude product which
  6. customwas recrystallized from CH2Cl2 -hexane with trace MeOH

Sources & evidence

ORD record
ord-a7223683c69444f88320515935c108e1
Source dataset
uspto-grants-1996_07
Patent number
US05536727

Reaction notes

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