Hydrochloric Acid → 7-(Thiazol-5-yl)-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepine

HRID 473857Notes

Reaction equation

HRID 473857 reaction equation
[S:1]1[C:5]([C:6]2[CH:7]=[CH:8][C:9]3[O:15][CH2:14][CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11][C:10]=3[CH:23]=2)=[CH:4][N:3]=[CH:2]1.Cl>CO.O1CCOCC1>[S:1]1[C:5]([C:6]2[CH:7]=[CH:8][C:9]3[O:15][CH2:14][CH2:13][NH:12][CH2:11][C:10]=3[CH:23]=2)=[CH:4][N:3]=[CH:2]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67513975tert-butyl 7-(thiazol-5-yl)-2,3-dihydrobenzo[f][1,4]oxazepine-4(5H)-carboxylate

Product 1

HCID 675137777-(Thiazol-5-yl)-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepine

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
25 °C

Procedure

To tert-butyl 7-(thiazol-5-yl)-2,3-dihydrobenzo[f][1,4]oxazepine-4(5H)-carboxylate (41 mg, 0.12 mmol) in methanol (5.0 mL) added 4.0 M hydrogen chloride in dioxane (3.0 mL) and the mixture stirred at 25° C. for 20 minutes then concentrated to give 7-(thiazol-5-yl)-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepine as the hydrochloride salt.

Workup

  1. concentrationthen concentrated

Sources & evidence

ORD record
ord-19354eccf416490299845b21beac5306
Source dataset
uspto-grants-2014_01
Patent number
US08637499B2

Reaction notes

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