Hydrochloric Acid → HCID 66662173, compound

HRID 504348Notes

Reaction equation

HRID 504348 reaction equation
[C:1]([O:5][C:6]([C:8]1([C:11]2[CH:16]=[CH:15][C:14]([N:17]3[CH2:22][CH2:21][N:20]([C:23]([O:25][C:26](C)(C)C)=[O:24])[CH2:19][CH2:18]3)=[CH:13][CH:12]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.C(#N)C.C(N(CC)C(C)C)(C)C.ClC(OC)=O>O1CCOCC1>[C:1]([O:5][C:6]([C:8]1([C:11]2[CH:16]=[CH:15][C:14]([N:17]3[CH2:18][CH2:19][N:20]([C:23]([O:25][CH3:26])=[O:24])[CH2:21][CH2:22]3)=[CH:13][CH:12]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 6342AcetonitrileHCID 6586Methyl chloroformateHCID 81531DiisopropylethylamineHCID 66662612HCID 66662612, compound

Product 1

HCID 66662173HCID 66662173, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

tert-Butyl 4-{4-[1-(tert-butoxycarbonyl)cyclopropyl]phenyl}piperazine-1-carboxylate (16.0 mg, 0.0000397 mol) was treated with hydrogen chloride in 1,4-dioxane (4.0 M, 0.20 mL) at rt for 30 min. The solvent was evaporated under reduced pressure, and the residue was dissolved in acetonitrile (1.0 mL, 0.019 mol) and was treated with N,N-diisopropylethylamine (20.0 μL, 0.000115 mol) and methyl chloroformate (5.0 μL, 0.000065 mol). After 30 min, the solvent was evaporated under reduced pressure and the residue was the desired product, which was directly used in the next step without further purification. LC/MS: 361.2 (M+H+).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customthe solvent was evaporated under reduced pressure
  3. customwas directly used in the next step without further purification

Sources & evidence

ORD record
ord-c2e2cc8aed474193aa563051659153ba
Source dataset
uspto-grants-2010_08
Patent number
US07776874B2

Reaction notes

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