Methyl valinate hydrochloride → HCID 45111373, compound

HRID 468592Notes

Reaction equation

HRID 468592 reaction equation
[F:1][C:2]([F:21])([F:20])[C:3]1[N:4]=[C:5]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([C@H:15]([CH3:19])[C:16]([OH:18])=O)=[CH:11][CH:10]=2)[S:6][CH:7]=1.Cl.C[O:24][C:25](=[O:31])[C@H:26]([CH:28]([CH3:30])[CH3:29])[NH2:27]>>[CH3:29][CH:28]([CH3:30])[C@H:26]([NH:27][C:16](=[O:18])[C@H:15]([C:12]1[CH:11]=[CH:10][C:9]([NH:8][C:5]2[S:6][CH:7]=[C:3]([C:2]([F:1])([F:21])[F:20])[N:4]=2)=[CH:14][CH:13]=1)[CH3:19])[C:25]([OH:31])=[O:24]

Participants

3

Reactant 2

HCID 111190Methyl valinate hydrochlorideHCID 45110932HCID 45110932, compound

Product 1

HCID 45111373HCID 45111373, compoundYield 40.4%

Procedure

Following the same procedure described for 16 and starting from (2S)-2-(4-{[4-(trifluoromethyl)-1,3-thiazol-2-yl]amino}phenyl)propanoic acid (3) (0.18 g, 0.57 mmol) and L-valine methyl ester hydrochloride (0.095 g, 0.57 mmol), after workup compound 17 (0.093 g, 0.23 mmol) was isolated as a white solid (69%).

Sources & evidence

ORD record
ord-81e75bc926e5460c994636fad76a51a1
Source dataset
uspto-grants-2014_01
Patent number
US08624036B2

Reaction notes

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