1,4-Dioxane hydrochloride → n-{2-[(9s)-1-Oxa-7-azaspiro[4.4]non-9-ylamino]-2-oxoethyl}-3-(trifluoromethyl)benzamide

HRID 1809850Notes

Reaction equation

HRID 1809850 reaction equation
[F:1][C:2]([F:33])([F:32])[C:3]1[CH:4]=[C:5]([CH:29]=[CH:30][CH:31]=1)[C:6]([NH:8][CH2:9][C:10]([NH:12][C@@H:13]1[C:17]2([O:21][CH2:20][CH2:19][CH2:18]2)[CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14]1)=[O:11])=[O:7].Cl.O1CCOCC1>>[O:21]1[C:17]2([C@@H:13]([NH:12][C:10](=[O:11])[CH2:9][NH:8][C:6](=[O:7])[C:5]3[CH:29]=[CH:30][CH:31]=[C:3]([C:2]([F:32])([F:33])[F:1])[CH:4]=3)[CH2:14][NH:15][CH2:16]2)[CH2:18][CH2:19][CH2:20]1

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 59556109Tert-butyl (9s)-9-[({[3-(trifluoromethyl)benzoyl]amino}acetyl)amino]-1-oxa-7-azaspiro[4.4]nonane-7-carboxylate

Product 1

HCID 59556036n-{2-[(9s)-1-Oxa-7-azaspiro[4.4]non-9-ylamino]-2-oxoethyl}-3-(trifluoromethyl)benzamide

Procedure

The intermediate of step G (0.18 g) was mixed with 5 mL of 4 N HCl/dioxane. The solution was stirred for 2 h and concentrated under vacuum. MS (M+H)+372.

Workup

  1. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-62d313f1b004478cab9018175eb46a67
Source dataset
uspto-grants-2013_01
Patent number
US08362003B2

Reaction notes

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