Hydrochloric Acid → HCID 118093112, compound

HRID 708868Notes

Reaction equation

HRID 708868 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([F:26])[C:5]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[C:6]([CH:17]=1)[CH2:7][N:8](C)[C:9](=O)OC(C)(C)C.[ClH:27]>ClCCl>[ClH:27].[CH2:19]([O:18][C:5]1[C:6]([CH2:7][NH:8][CH3:9])=[CH:17][C:2]([NH2:1])=[CH:3][C:4]=1[F:26])[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 118098736HCID 118098736, compound

Product 1

HCID 118093112HCID 118093112, compoundYield 95.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

17F (2.566 g, 7.12 mmol) was dissolved in dichloromethane (40 mL), then HCl (4M in dioxane) (10 mL, 40.0 mmol) was added. The reaction mixture was stirred for 1 h at rt. The solvent was removed under reduced pressure, and the residue was dried under high vacuum to give 17G (2.265 g, 6.80 mmol, 95% yield) as an off-white solid. MS (ESI) m/z: 261.1 [M+1]+. 1H NMR: (400 MHz, CD3OD) δ ppm 7.30-7.53 (7H, m), 5.33 (2H, s), 4.07 (2H, s), 2.65 (3H, s).

Workup

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

Sources & evidence

ORD record
ord-828720ca2cae43a1ab051c9879f1d15c
Source dataset
uspto-grants-2015_11
Patent number
US09174974B2

Reaction notes

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