Hydrochloric Acid → HCID 22615411, compound

HRID 842774Notes

Reaction equation

HRID 842774 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][NH:10][CH:11]1[CH2:16][CH2:15][N:14]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[C:23]#[N:24])[CH2:13][CH2:12]1)(C)(C)C.Cl>C(OCC)(=O)C>[NH2:7][CH2:8][CH2:9][NH:10][CH:11]1[CH2:16][CH2:15][N:14]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[C:23]#[N:24])[CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18727098HCID 18727098, compound

Product 1

HCID 22615411HCID 22615411, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of 12 (256 mg, 0.74 mmol) in ethyl acetate (50 mL) was cooled to 0° C. and treated with anhydrous HCl (1 min). The mixture was stirred at room temperature (1 h). The solvent was removed in vacuo and the residue disolved in dichloromethane and sodium carbonate solution. The aqueous layer was extracted with two additional portions of dichioromethane. The combined organic extracts were washed with brine, dried over Na2SO4, and concentrated under reduced pressure to afford the title compound (13). The crude product was used directly.

Workup

  1. customThe solvent was removed in vacuo
  2. extractionThe aqueous layer was extracted with two additional portions of dichioromethane
  3. washThe combined organic extracts were washed with brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-fb8d0e5c321745808039addbd29d41d0
Source dataset
uspto-grants-2002_04
Patent number
US06376503B1

Reaction notes

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