Hydrochloric Acid → 9-(5-{5-Chloro-6-[(1-methylethyl)oxy]-3-pyridinyl}-1,2,4-oxadiazol-3-yl)-2,3,4,5-tetrahydro-1,4-benzoxazepine hydrochloride

HRID 1514246Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([C:12]2[O:16][N:15]=[C:14]([C:17]3[C:27]4[O:26][CH2:25][CH2:24][N:23](C(OC(C)(C)C)=O)[CH2:22][C:21]=4[CH:20]=[CH:19][CH:18]=3)[N:13]=2)[CH:5]=[N:6][C:7]=1[O:8][CH:9]([CH3:11])[CH3:10].Cl>O1CCOCC1>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([C:12]2[O:16][N:15]=[C:14]([C:17]3[C:27]4[O:26][CH2:25][CH2:24][NH:23][CH2:22][C:21]=4[CH:20]=[CH:19][CH:18]=3)[N:13]=2)[CH:5]=[N:6][C:7]=1[O:8][CH:9]([CH3:11])[CH3:10]

Participants

Conditions

Temperature: 60 °C

Procedure

A mixture of 1,1-dimethylethyl 9-(5-{5-chloro-6-[(1-methylethyl)oxy]-3-pyridinyl}-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate (Preparation 89) (190 mg, 0.390 mmol), 4M hydrogen chloride in dioxane (1 ml, 4.00 mmol) and 1,4-dioxane (10 ml) was stirred at 60° C. overnight. The reaction mixture was cooled and a white precipitate formed. The solid was filtered off to give the product as a white solid (170 mg). MS (ES) C19H1935ClN4O3 requires 386 Found 387 [M+H]+.

Workup

temperatureThe reaction mixture was cooled
customa white precipitate formed
filtrationThe solid was filtered off

Sources & evidence

ORD record: ord-2adad847073943b4b2a2e895c5291b3d
Source dataset: uspto-grants-2012_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08222245B2

Reaction notes

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