HCID 89853478, compound → HCID 89853091, compound

HRID 1497026Notes

Reaction equation

HRID 1497026 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>C(Cl)Cl.O1CCOCC1.Cl>[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 1

HCID 89853478HCID 89853478, compound

Product 1

HCID 89853091HCID 89853091, compoundYield 86.4%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolvent2×HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of Intermediate 14A (206 mg, 0.590 mmol) in DCM (1 mL) was added 4 N HCl (147 μl, 0.590 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 14 (0.13 mg, 0.51 mmol, 86% yield) in HCl salt which was used directly without further purification. LCMS=1.55 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-ce2315a3916a4db490753334282a82c2
Source dataset
uspto-grants-2015_12
Patent number
US09199946B2

Reaction notes

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