Hydrochloric Acid → HCID 178464536, compound

HRID 245994Notes

Reaction equation

HRID 245994 reaction equation
C([Si](C)(C)[O:6][C@@H:7]1[CH2:10][C@H:9]([CH:11]([NH:13]S(C(C)(C)C)=O)[CH3:12])[CH2:8]1)(C)(C)C.[ClH:22]>CO>[ClH:22].[NH2:13][CH:11]([C@@H:9]1[CH2:10][C@H:7]([OH:6])[CH2:8]1)[CH3:12]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178465729HCID 178465729, compound

Product 1

HCID 178464536HCID 178464536, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-methyl-propane-2-sulfinic acid {1-[cis-3-(tert-butyl-dimethyl-silanyloxy)-cyclobutyl]-ethyl}-amide (200 mg, 0.60 mmol) in MeOH (3 mL) was added hydrogen chloride (4.0M in 1,4-dioxane, 0.30 mL, 1.2 mmol). The reaction mixture was stirred at room temperature for 20 min then concentrated to afford cis-3-(1-aminoethyl)-cyclobutanol hydrochloride as an off-white semisolid which was used without further purification. 1H NMR (METHANOL-d4, 300 MHz): δ (ppm) 4.09 (quind, J=7.5, 3.8 Hz, 1H), 3.17 (dt, J=6.0, 3.0 Hz, 1H), 2.36-2.56 (m, 2H), 1.78-1.96 (m, 1H), 1.59-1.77 (m, 2H), 1.22 (dd, J=6.8, 3.8 Hz, 3H).

Workup

  1. concentrationthen concentrated

Sources & evidence

ORD record
ord-433d77258b144f31aceeca9b60c1f6c9
Source dataset
uspto-grants-2014_02
Patent number
US08658646B2

Reaction notes

Loading…