Hydrochloric Acid → HCID 117926815, compound

HRID 1497025Notes

Reaction equation

HRID 1497025 reaction equation
CC([S@]([NH:7][C@@H:8]1[C:17]2[C:12](=[C:13]([O:18][CH2:19][C:20]([F:23])([F:22])[F:21])[CH:14]=[CH:15][CH:16]=2)[CH2:11][CH2:10][CH2:9]1)=O)(C)C.Cl>C(Cl)Cl.O1CCOCC1>[F:21][C:20]([F:22])([F:23])[CH2:19][O:18][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]2[C:12]=1[CH2:11][CH2:10][CH2:9][C@@H:8]2[NH2:7]

Participants

5

Reactant 2

HCID 313Hydrochloric Acid2×HCID 898533302-Propanesulfinamide, 2-methyl-N-[(1S)-1,2,3,4-tetrahydro-5-(2,2,2-trifluoroethoxy)-1-naphthalenyl]-, [S(R)]-

Product 1

HCID 117926815HCID 117926815, compoundYield 81.5%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of Intermediate 13B (245 mg, 0.701 mmol) in DCM (1 mL) was added 4 N HCl (175 μl, 0.701 mmol) in dioxane. The resulting mixture was stirred at rt for 0.5 h. The solvents were evaporated and DCM (3×) was added and evaporated. The resulting white solid was vacuum dried for 1 h to give Intermediate 13 (140 mg, 0.571 mmol, 81.0% yield) as a HCl salt which was used directly without further purification. LCMS=1.48 min [M+1-17]=229 (Method B).

Workup

  1. customThe solvents were evaporated
  2. additionDCM (3×) was added
  3. customevaporated
  4. customdried for 1 h

Sources & evidence

ORD record
ord-18357e93c6d3406cb8159e99fb4fc412
Source dataset
uspto-grants-2015_12
Patent number
US09199946B2

Reaction notes

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