1-Acetyl-6'-chloro-1',2'-dihydrospiro[azetidine-3,3'-indole]-1'-yl-carboxylic acid tert-butyl ester → 1-Acetyl-6'-chloro-1',2'-dihydrospiro[azetidine-3,3'-indole]hydrochloride

HRID 1475343Notes

Reaction equation

HRID 1475343 reaction equation
C(OC([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([Cl:17])[CH:15]=2)[C:10]2([CH2:20][N:19]([C:21](=[O:23])[CH3:22])[CH2:18]2)[CH2:9]1)=O)(C)(C)C>Cl.CCOC(C)=O>[ClH:17].[C:21]([N:19]1[CH2:18][C:10]2([C:11]3[C:16](=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=3)[NH:8][CH2:9]2)[CH2:20]1)(=[O:23])[CH3:22]

Participants

4

Reactant 1

HCID 867239611-Acetyl-6'-chloro-1',2'-dihydrospiro[azetidine-3,3'-indole]-1'-yl-carboxylic acid tert-butyl ester

Product 1

HCID 709818621-Acetyl-6'-chloro-1',2'-dihydrospiro[azetidine-3,3'-indole]hydrochloride

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 8857Ethyl AcetateSolvent

Procedure

1-Acetyl-6′-chloro-1′,2′-dihydrospiro[azetidine-3,3′-indole]-1′-yl-carboxylic acid tert-butyl ester was (56 mg) was taken up in saturated HCl in EtOAc (5 mL). The reaction was stirred for 1 hour at ambient temperature and then concentrated in vacuo. The residue was taken up in MeOH and concentrated in vacuo again to yield the title compound. MS: [M+H]+=237.

Workup

  1. concentrationconcentrated in vacuo
  2. concentrationconcentrated in vacuo again

Sources & evidence

ORD record
ord-40097f811ae84a658c25c2e4f947ede9
Source dataset
uspto-grants-2015_04
Patent number
US09018214B2

Reaction notes

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