Hydrochloric Acid → HCID 67468475, compound

HRID 1907983Notes

Reaction equation

[N:1]1(C(OC(C)(C)C)=O)[CH2:6][CH2:5][C:4]2([O:11][C:10]3[CH:12]=[C:13]([C:16]([O:18][CH3:19])=[O:17])[CH:14]=[CH:15][C:9]=3[N:8]3[CH:20]=[CH:21][CH:22]=[C:7]23)[CH2:3][CH2:2]1.[ClH:30]>>[ClH:30].[NH:1]1[CH2:6][CH2:5][C:4]2([O:11][C:10]3[CH:12]=[C:13]([C:16]([O:18][CH3:19])=[O:17])[CH:14]=[CH:15][C:9]=3[N:8]3[CH:20]=[CH:21][CH:22]=[C:7]23)[CH2:3][CH2:2]1

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 58551585HCID 58551585, compound

Product 1

HCID 67468475HCID 67468475, compoundYield 99.6%

Procedure

A solution of 1′-tert-butyl 7-methyl spiro[benzo[b]pyrrolo[1,2-d][1,4]oxazine-4,4′-piperidine]-1′,7-dicarboxylate (1.8 g, 4.5 mmol) in HCl (4.5 mL, 4.0M in dioxanes, 18 mmol) was stirred at room temperature for 2 hours. The reaction mixture was evaporated to dryness to give methyl spiro[benzo[b]pyrrolo[1,2-d][1,4]oxazine-4,4′-piperidine]-7-carboxylate hydrochloride (1.5 g, quant). ESI-MS m/z calc. 298.3. found 299.5 (M+1)+. Retention time: 1.06 minutes (3 min run).

Workup

customThe reaction mixture was evaporated to dryness

Sources & evidence

ORD record: ord-5349653b49224b5488c757988d54ae69
Source dataset: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08598164B2

Reaction notes

Loading…