Hydrochloric Acid → HCID 67465554, compound

HRID 1908074Notes

Reaction equation

HRID 1908074 reaction equation
[C:1]([C:4]1[N:12]2[C:7]([C:8]3([CH2:21][CH2:20][N:19](C(OC(C)(C)C)=O)[CH2:18][CH2:17]3)[O:9][C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=32)=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[ClH:29].O1CCOCC1>C(Cl)Cl>[ClH:29].[C:4]1([C:1](=[O:3])[CH3:2])[N:12]2[C:7]([C:8]3([CH2:17][CH2:18][NH:19][CH2:20][CH2:21]3)[O:9][C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=32)=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 58550974HCID 58550974, compound

Product 1

HCID 67465554HCID 67465554, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 1′-acetylspiro[piperidine-4,4′-pyrrolo[2,1-c][1,4]benzoxazine]-1-carboxylate (600 mg, 1.57 mmol) in CH2Cl2 (6 mL) was added HCl in Dioxane (3.9 mL of 4 M, 15.7 mmol) and the mixture was stirred at room temperature for 1 hour. The mixture was evaporated to dryness to give 1-spiro[piperidine-4,4′-pyrrolo[2,1-c][1,4]benzoxazine]-1′-ylethanone hydrochloride (499 mg, 99%) which was used without further purification. ESI-MS m/z calc. 282.1. found 283.3 (M+1)+; Retention time: 0.86 minutes (3 min run).

Workup

  1. customThe mixture was evaporated to dryness

Sources & evidence

ORD record
ord-b714b0a65b4a4abb8f91bf58fea3ebaf
Source dataset
uspto-grants-2013_12
Patent number
US08598164B2

Reaction notes

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