Hydrochloric Acid → HCID 67980983, compound

HRID 1846605Notes

Reaction equation

HRID 1846605 reaction equation
C(OC(=O)[NH:7][C@H:8]([CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[CH2:9][NH:10][C@H:11]1[C@H:20]([O:21][CH3:22])[CH2:19][C:18]2[C:13](=[CH:14][C:15]([C:23](=[O:25])[NH2:24])=[CH:16][CH:17]=2)[C:12]1([CH3:27])[CH3:26])(C)(C)C.Cl.O1CCOCC1>C(Cl)Cl>[NH2:7][C@H:8]([CH2:28][C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1)[CH2:9][NH:10][C@@H:11]1[C:12]([CH3:27])([CH3:26])[C:13]2[CH:14]=[C:15]([C:23]([NH2:24])=[O:25])[CH:16]=[CH:17][C:18]=2[CH2:19][C@H:20]1[O:21][CH3:22]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 66905373HCID 66905373, compound

Product 1

HCID 67980983HCID 67980983, compoundYield 187.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of [(R)-1-benzyl-2-(trans-7-carbamoyl-3-methoxy-1,1-dimethyl-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-ethyl]-carbamic acid tert-butyl ester (2.20 g, 3.36 mmol) in DCM (20 mL) under an atmosphere of nitrogen was cooled to 0° C. and 4.0 M HCl in 1,4-dioxane (3.36 mL, 13.4 mmol) was added dropwise. The clear solution was stirred and allowed to warm to room temperature. After 3 h, the reaction flask was stored at −20° C. for 4 days. The reaction mixture was allowed to warm to room temperature and the solvents were evaporated under reduced pressure to give the title compound as an off-white solid (2.4 g).

Workup

  1. waitthe reaction flask was stored at −20° C. for 4 days
  2. temperatureto warm to room temperature
  3. customthe solvents were evaporated under reduced pressure

Sources & evidence

ORD record
ord-f3e9b1c19d8e462ea57c35b7466b9f4f
Source dataset
uspto-grants-2015_02
Patent number
US08952031B2

Reaction notes

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