Hydrochloric Acid → HCID 11637791, compound

HRID 916321Notes

Reaction equation

HRID 916321 reaction equation
C(OC([N:8]1[CH2:13][C@@H:12]2[CH2:14][C@H:9]1[CH2:10][N:11]2[C:15]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[C:18]([C:25]#[N:26])=[CH:17][CH:16]=1)=O)(C)(C)C.FC(F)(F)C(O)=O.[ClH:34]>ClCCl>[ClH:34].[C@H:12]12[CH2:14][C@H:9]([NH:8][CH2:13]1)[CH2:10][N:11]2[C:15]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[C:18]([C:25]#[N:26])=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6422Trifluoroacetic acidHCID 69227735HCID 69227735, compound

Product 1

HCID 11637791HCID 11637791, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

165RL03 (207 mg, 0.59 mmol) was dissolved in dichloromethane (2 mL). Trifluoroacetic acid (2 mL) was added and the mixture was shaken in a vial at rt for 3 hours. TLC showed no more starting material. Hydrochloric acid (1 M, 5 mL) was added and the mixture was washed with ethyl acetate (2×10 mL). The aqueous layer was made alkaline with sodium hydroxide (2 M) and extracted with ethyl acetate (3×20 mL). The combined organic layers were dried over sodium sulfate and evaporated to dryness to give an off-white solid (146 mg, 99%). The product was converted to the corresponding hydrochloride salt as described above.

Workup

  1. washthe mixture was washed with ethyl acetate (2×10 mL)
  2. extractionextracted with ethyl acetate (3×20 mL)
  3. dry with materialThe combined organic layers were dried over sodium sulfate
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-b4c3d14014cf483ebba529512fe71c22
Source dataset
uspto-grants-2007_09
Patent number
US07268232B2

Reaction notes

Loading…