Methyl 2-amino-2-methylpropanoate → N-[(9,10-Dihydro-9-oxo-3-acridinyl)carbonyl]-2-methyl-alanine, methyl ester

HRID 970320Notes

Reaction equation

HRID 970320 reaction equation
[O:1]=[C:2]1[C:15]2[CH:14]=[CH:13][C:12]([C:16]([OH:18])=O)=[CH:11][C:10]=2[NH:9][C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2.[CH3:19][O:20][C:21](=[O:26])[C:22]([NH2:25])([CH3:24])[CH3:23]>>[O:1]=[C:2]1[C:15]2[CH:14]=[CH:13][C:12]([C:16]([NH:25][C:22]([CH3:24])([C:21]([O:20][CH3:19])=[O:26])[CH3:23])=[O:18])=[CH:11][C:10]=2[NH:9][C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2

Participants

3

Reactant 2

HCID 4186341Methyl 2-amino-2-methylpropanoateHCID 113794389-oxo-10H-acridine-3-carboxylic Acid

Product 1

HCID 131726731N-[(9,10-Dihydro-9-oxo-3-acridinyl)carbonyl]-2-methyl-alanine, methyl ester

Procedure

Example 128 was prepared from compound 1C by a route analogous to that used for the preparation of Example 1, replacing the amine in Step E with 2-Amino-2-methyl-propionic acid methyl ester. HPLC retention time=2.453 min./condition A.

Workup

  1. customthat used for the preparation of Example 1

Sources & evidence

ORD record
ord-e6f41b9842b54298b51640f40bb57706
Source dataset
uspto-grants-2007_12
Patent number
US07312209B2

Reaction notes

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