Hydrochloric Acid → HCID 71284603, compound

HRID 1481715Notes

Reaction equation

HRID 1481715 reaction equation
C(OC([N:8]1[CH2:34][CH2:33][N:11]2[C:12]3[CH:13]=[CH:14][C:15]([C:19]4[C:24]([CH2:25][CH3:26])=[CH:23][C:22]([C:27]([O:29]C)=[O:28])=[C:21]([O:31]C)[N:20]=4)=[CH:16][C:17]=3[CH:18]=[C:10]2[CH2:9]1)=O)(C)(C)C.Cl>>[CH2:25]([C:24]1[CH:23]=[C:22]([C:27]([OH:29])=[O:28])[C:21](=[O:31])[NH:20][C:19]=1[C:15]1[CH:14]=[CH:13][C:12]2[N:11]3[CH2:33][CH2:34][NH:8][CH2:9][C:10]3=[CH:18][C:17]=2[CH:16]=1)[CH3:26]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 71285035HCID 71285035, compound

Product 1

HCID 71284603HCID 71284603, compoundYield 59.3%

Conditions

Temperature
80 °C

Procedure

To tert-butyl-8-(3-ethyl-6-methoxy-5-(methoxycarbonyl)pyridin-2-yl)-3,4-dihydropyrazino[1,2-a]indole-2(1H)-carboxylate (50 mg, 0.11 mmol) was added 6M HCl (1 mL) and the reaction mixture was heated to 80° C. for 1 h. The reaction mixture was then cooled to room temperature and concentrated to afford a crude residue that was triturated with Et2O. The precipitate was filtered and rinsed with Et2O to afford the title compound as a brown solid (22 mg, 50%).

Workup

  1. temperatureThe reaction mixture was then cooled to room temperature
  2. concentrationconcentrated
  3. customto afford a crude residue that
  4. customwas triturated with Et2O
  5. filtrationThe precipitate was filtered
  6. washrinsed with Et2O

Sources & evidence

ORD record
ord-6c19175df6244140b98415634b0f4c26
Source dataset
uspto-grants-2016_08
Patent number
US09409905B2

Reaction notes

Loading…