Hydrochloric Acid → 6-benzyloxy-8-{2-[2-(4-ethylphenyl)-1,1-dimethylethylamino]-1-hydroxyethyl}-4H-benzo[1,4]oxazin-3-one

HRID 12098Notes

Reaction equation

HRID 12098 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([C:20](=[O:26])[CH:21](OCC)O)[C:12]2[O:17][CH2:16][C:15](=[O:18])[NH:14][C:13]=2[CH:19]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:27]([C:29]1[CH:34]=[CH:33][C:32]([CH2:35][C:36]([NH2:39])([CH3:38])[CH3:37])=[CH:31][CH:30]=1)[CH3:28].Cl>>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:20]([OH:26])[CH2:21][NH:39][C:36]([CH3:38])([CH3:37])[CH2:35][C:32]2[CH:33]=[CH:34][C:29]([CH2:27][CH3:28])=[CH:30][CH:31]=2)[C:12]2[O:17][CH2:16][C:15](=[O:18])[NH:14][C:13]=2[CH:19]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 22063454HCID 22063454, compoundHCID 22063474HCID 22063474, compound

Product 1

HCID 220634946-benzyloxy-8-{2-[2-(4-ethylphenyl)-1,1-dimethylethylamino]-1-hydroxyethyl}-4H-benzo[1,4]oxazin-3-one

Procedure

The target compound is prepared analogously to the method for Example 8(d) from 2.14 g (6.0 mmol) of 6-benzyloxy-8-(2-ethoxy-2-hydroxyacetyl)-4H-benzo[1,4]oxazin-3-one and 1.0 g (5.6 mmol) of 2-(4-ethylphenyl)-1,1-dimethylethylamine. White solid. Yield: 1.7 g (54%, hydrochloride); melting point 210° C.-214° C.

Sources & evidence

ORD record
ord-a2344d268bf746db834448ce1d1b93c9
Source dataset
uspto-grants-2010_06
Patent number
US07727984B2

Reaction notes

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