HCID 86602851, compound → 1,2,3,3a,8,8a-Hexahydroindeno[1,2-c]pyrrole

HRID 1517693Notes

Reaction equation

HRID 1517693 reaction equation
C(NC(=O)[O-])(C)(C)C.[CH2:9]1[NH:13][CH2:12][CH:11]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:19]=3[CH2:20][CH:10]12>Cl>[CH2:9]1[NH:13][CH2:12][CH:11]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:19]=3[CH2:20][CH:10]12

Participants

3

Reactant 1

HCID 86602851HCID 86602851, compound

Product 1

HCID 115791751,2,3,3a,8,8a-Hexahydroindeno[1,2-c]pyrrole

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

N-tert-Butylcarbamate-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole (110 mg, 0.42 mmol) was dissolved in a HCl solution (5 mL, 4.0 M solution in 1,4-dioxane) and stirred for 2 hours at room temperature. The reaction was concentrated by rotary evaporation. The crude product was purified by reverse-phase liquid chromatography to afford the title compound. 1H NMR (d6-DMSO 300 MHz) * 7.16 (m, 4H), 3.71 (m, 1H), 3.25 (m, 1H), 3.0-3.18 (m, 2H), 2.79-3.00 (m, 2H), 2.72 (m, 1H), 2.45 (m, 1H) ppm. MS calculated for C11H13N+H: 160, observed: 160.

Workup

  1. concentrationThe reaction was concentrated by rotary evaporation
  2. customThe crude product was purified by reverse-phase liquid chromatography

Sources & evidence

ORD record
ord-26d6f871ae314e91be87af99abffa81e
Source dataset
uspto-grants-2012_07
Patent number
US08232311B2

Reaction notes

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