Hydrochloric Acid → HCID 178429367, compound

HRID 707428Notes

Reaction equation

HRID 707428 reaction equation
C(OC(=O)[NH:7][C@H:8]1[CH2:11][C@@H:10]([N:12]2[C:16]3=[N:17][CH:18]=[CH:19][N:20]=[C:15]3[C:14]([CH3:22])([CH3:21])[C:13]2=[O:23])[CH2:9]1)(C)(C)C.Cl.O1CCOCC1>>[NH2:7][C@@H:8]1[CH2:11][C@H:10]([N:12]2[C:16]3=[N:17][CH:18]=[CH:19][N:20]=[C:15]3[C:14]([CH3:21])([CH3:22])[C:13]2=[O:23])[CH2:9]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 178454102HCID 178454102, compound

Product 1

HCID 178429367HCID 178429367, compound

Procedure

To a round bottomed flask was added tert-butyl(cis-3-(7,7-dimethyl-6-oxo-6,7-dihydro-5H-pyrrolo[2,3-b]pyrazin-5-yl)cyclobutyl)carbamate (0.1812 g, 0.545 mmol) and hydrogen chloride, 4.0M solution in 1,4-dioxane (0.136 ml, 0.545 mmol, Sigma-Aldrich Chemical Company, Inc.) to stir at room temperature for 1 h. Solvent was evaporated and carried on without further purification. LCMS showed product peak at 0.357 min (m+=233.0). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.33 (s, 5 H) 2.61-2.74 (m, 2 H) 2.91-3.04 (m, 2 H) 3.63-3.76 (m, 1 H) 4.50-4.64 (m, 1 H) 8.18 (s, 2 H)

Workup

  1. customSolvent was evaporated
  2. customcarried on without further purification
  3. customat 0.357 min

Sources & evidence

ORD record
ord-8efb8e587ccd4b89877aec1ba50eb39f
Source dataset
uspto-grants-2015_11
Patent number
US09174992B2

Reaction notes

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