Hydrochloric Acid → HCID 67007111, compound

HRID 1946606Notes

Reaction equation

HRID 1946606 reaction equation
Cl.[C:2]([C:4]1[CH:5]=[C:6]([N:10]2[CH2:15][C@@H:14]3[CH2:16][C@H:11]2[CH2:12][N:13]3[C:17]2[CH:29]=[CH:28][C:20]([C:21]([O:23]C(C)(C)C)=[O:22])=[CH:19][CH:18]=2)[CH:7]=[CH:8][CH:9]=1)#[N:3]>[N+](C)([O-])=O>[C:2]([C:4]1[CH:5]=[C:6]([N:10]2[CH2:15][C@@H:14]3[CH2:16][C@H:11]2[CH2:12][N:13]3[C:17]2[CH:29]=[CH:28][C:20]([C:21]([OH:23])=[O:22])=[CH:19][CH:18]=2)[CH:7]=[CH:8][CH:9]=1)#[N:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67006761HCID 67006761, compound

Product 1

HCID 67007111HCID 67007111, compoundYield 43.6%

Reagents, catalysts & solvents 1

HCID 6375NitromethaneSolvent

Procedure

To a saturated mixture of HCl (gas) and nitromethane (25 mL) was added title compound 247 (0.85 g, 2.264 mmol). The clear solution was stirred 2 h then concentrated. The beige residue was triturated with ether overnight and filtered to afford title compound 248 (315 mg, 39%) as a beige solid. LRMS (ESI): (calc.) 319.13 (found) 320.3 (MH)+.

Workup

  1. concentrationthen concentrated
  2. customThe beige residue was triturated with ether overnight
  3. filtrationfiltered

Sources & evidence

ORD record
ord-91b00c57c68343d488b0cd11443277bd
Source dataset
uspto-grants-2013_03
Patent number
US08399452B2

Reaction notes

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