4-Aminobutyric acid methyl ester hydrochloride → HCID 66697044, compound

HRID 2386711Notes

Reaction equation

HRID 2386711 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[CH:4][C:3]=1[CH:11]([CH3:30])[C:12]([OH:29])([C:17]1[CH:18]=[CH:19][C:20]2[O:25][CH2:24][C:23](=[O:26])[N:22]([CH3:27])[C:21]=2[CH:28]=1)[C:13]([F:16])([F:15])[F:14].Cl.C[O:33][C:34](=[O:39])[CH2:35][CH2:36][CH2:37][NH2:38]>>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH:38][CH2:37][CH2:36][CH2:35][C:34]([OH:33])=[O:39])=[O:7])=[CH:4][C:3]=1[CH:11]([CH3:30])[C:12]([OH:29])([C:17]1[CH:18]=[CH:19][C:20]2[O:25][CH2:24][C:23](=[O:26])[N:22]([CH3:27])[C:21]=2[CH:28]=1)[C:13]([F:14])([F:15])[F:16]

Participants

3

Reactant 2

HCID 27563834-Aminobutyric acid methyl ester hydrochlorideHCID 66697185HCID 66697185, compound

Product 1

HCID 66697044HCID 66697044, compound

Procedure

In analogy to Example 19, step 2, 4-chloro-3-[3,3,3-trifluoro-2-hydroxy-1-methyl-2-(4-methyl-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-propyl]-benzoic acid (Example 19, step 1) was coupled with methyl-4-aminobutyrate hydrochloride. The product of this reaction was hydrolyzed in analogy to Example 2, to give the title compound as a colorless solid. MS (m/e, ISP neg. ion)=527.2 [M−H+].

Sources & evidence

ORD record
ord-196bc630c1d84fe4ac870d70dc3ccf0d
Source dataset
uspto-grants-2012_09
Patent number
US08268820B2

Reaction notes

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