N-Allyl-ortho-toluidine → (S)-3-Amino-1-o-tolylazepan-2-one trifluoroacetate

HRID 529543Notes

Reaction equation

HRID 529543 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[NH2:8][C@H:9]1[CH2:15][CH2:14][CH2:13][CH2:12][N:11]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2OC)[C:10]1=[O:24].[CH2:25](NC1C=CC=CC=1C)C=C>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[NH2:8][C@H:9]1[CH2:15][CH2:14][CH2:13][CH2:12][N:11]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[CH3:25])[C:10]1=[O:24]

Participants

3

Reactant 2

HCID 250708N-Allyl-ortho-toluidineHCID 68292209(S)-3-amino-1-(2-methoxyphenyl)azepan-2-one trifluoroacetate

Product 1

HCID 68292217(S)-3-Amino-1-o-tolylazepan-2-one trifluoroacetate

Procedure

(S)-3-Amino-1-o-tolylazepan-2-one trifluoroacetate (17 mg, 0.051 mmol) was synthesized as described for the preparation of Intermediate 62 using N-allyl-2-methylaniline in step A. Anal. Calcd. for C13H18N2O m/z 218.2. found: 219.1 (M+H)+.

Sources & evidence

ORD record
ord-3d086f5d99794ca1a6be83099bb267b6
Source dataset
uspto-grants-2016_05
Patent number
US09346852B2

Reaction notes

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