N-Allyl-ortho-toluidine → (S,Z)-3-Amino-1-o-tolyl-3,4-dihydro-1H-azepin-2(7H)-one trifluoroacetate

HRID 529542Notes

Reaction equation

HRID 529542 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[NH2:8][C@H:9]1[CH2:15][CH:14]=[CH:13][CH2:12][N:11]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:10]1=[O:22].[CH2:23](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][CH:14]=[CH:13][CH2:12][N:11]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[CH3:23])[C:10]1=[O:22]

Participants

3

Reactant 2

HCID 250708N-Allyl-ortho-toluidineHCID 68292369(S,Z)-3-Amino-1-phenyl-3,4-dihydro-1H-azepin-2(7H)-one trifluoroacetate

Product 1

HCID 86706225(S,Z)-3-Amino-1-o-tolyl-3,4-dihydro-1H-azepin-2(7H)-one trifluoroacetate

Procedure

(S,Z)-3-Amino-1-o-tolyl-3,4-dihydro-1H-azepin-2(7H)-one trifluoroacetate (17 mg, 0.051 mmol) was synthesized as described for the preparation of Intermediate 52 using N-allyl-2-methylaniline in step A. Anal. Calcd. for C13H16N2O m/z 216.2. found: 217.1 (M+H)+.

Sources & evidence

ORD record
ord-bb79addc1be94b9cbe67f48b064c64fa
Source dataset
uspto-grants-2016_05
Patent number
US09346852B2

Reaction notes

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