Hydrochloric Acid → HCID 118092967, compound

HRID 708916Notes

Reaction equation

HRID 708916 reaction equation
C(OC([NH:8][C:9]1[CH:10]=[CH:11][C:12]([C:25]2([C:28]#[N:29])[CH2:27][CH2:26]2)=[C:13]([CH:24]=1)[CH2:14][N:15](C)[C:16](=O)OC(C)(C)C)=O)(C)(C)C.[ClH:30]>CCOC(C)=O.ClCCl>[ClH:30].[NH2:8][C:9]1[CH:10]=[CH:11][C:12]([C:25]2([C:28]#[N:29])[CH2:27][CH2:26]2)=[C:13]([CH2:14][NH:15][CH3:16])[CH:24]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 118098781HCID 118098781, compound

Product 1

HCID 118092967HCID 118092967, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

36G (0.254 g, 0.633 mmol) was dissolved in EtOAc (3 mL) and dichloromethane (2 mL), then HCl (4M in dioxane) (2 mL, 8.00 mmol) was added. The reaction mixture was stirred for 4 h at rt. The solvent was removed under reduced pressure, and the residue was dried under high vacuum to give 36H (0.170 g, 0.620 mmol, 98% yield) as an off-white solid. MS (ESI) m/z: 202.2 [M+1]+. 1H NMR: (400 MHz, CD3OD) δ ppm 7.70 (1H, d, J=2.01 Hz), 7.67 (1H, d, J=8.28 Hz), 7.45 (1H, dd, J=8.28, 2.01 Hz), 4.61 (2H, s), 2.92 (3H, s), 1.82-1.88 (2H, m), 1.50-1.57 (2H, m).

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe residue was dried under high vacuum

Sources & evidence

ORD record
ord-1be2c165442b4dc49a2f8ac235d1ac37
Source dataset
uspto-grants-2015_11
Patent number
US09174974B2

Reaction notes

Loading…