1,4-Dioxane → HCID 89585558, compound

HRID 2204074Notes

Reaction equation

HRID 2204074 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:22]3[C:23]([C:26]([F:29])([F:28])[F:27])=[CH:24][CH:25]=[C:21]3[C:8]3([CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][CH2:9]3)[O:7][C:6]=2[CH:30]=1.O1CCOCC1>Cl>[ClH:1].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:22]3[C:23]([C:26]([F:29])([F:28])[F:27])=[CH:24][CH:25]=[C:21]3[C:8]3([CH2:13][CH2:12][NH:11][CH2:10][CH2:9]3)[O:7][C:6]=2[CH:30]=1

Participants

4

Reactant 2

HCID 312751,4-DioxaneHCID 68210219HCID 68210219, compound

Product 1

HCID 89585558HCID 89585558, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

tert-Butyl 7-chloro-1-(trifluoromethyl)spiro[benzo[b]pyrrolo[1,2-d][1,4]oxazine-4,4′-piperidine]-1′-carboxylate (210 mg, 0.14 mmol) was dissolved in HCl in dioxane (2.0 mL of 4.0 M, 8.0 mmol). The reaction mixture was allowed to stand for 30 minutes. The reaction mixture was then evaporated to dryness to give 7-chloro-1-(trifluoromethyl)spiro[benzo[b]pyrrolo[1,2-d][1,4]oxazine-4,4′-piperidine] hydrochloric acid. ESI-MS m/z calc. 342.7, found 343.3 (M+1)+; Retention time: 1.46 minutes (3 min run).

Workup

  1. customThe reaction mixture was then evaporated to dryness

Sources & evidence

ORD record
ord-663c6cb636834eda8bfa102b8c8f2fa2
Source dataset
uspto-grants-2016_06
Patent number
US09365588B2

Reaction notes

Loading…