4-N,N-dimethylaminophenylacetic acid → (R)-2-(7-(2-(4-(dimethylamino)phenyl)-N-methylacetamido)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl)acetic acid

HRID 476281Notes

Reaction equation

HRID 476281 reaction equation
[CH3:1][N:2]([CH3:13])[C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]([OH:12])=O)=[CH:5][CH:4]=1.[CH3:14][NH:15][C@H:16]1[CH2:35][N:20]2[C:21]3[C:26]([C:27]([CH2:28][C:29]([O:31]CCC)=[O:30])=[C:19]2[CH2:18][CH2:17]1)=[CH:25][CH:24]=[CH:23][CH:22]=3>>[CH3:13][N:2]([CH3:1])[C:3]1[CH:4]=[CH:5][C:6]([CH2:9][C:10]([N:15]([CH3:14])[C@H:16]2[CH2:35][N:20]3[C:21]4[C:26]([C:27]([CH2:28][C:29]([OH:31])=[O:30])=[C:19]3[CH2:18][CH2:17]2)=[CH:25][CH:24]=[CH:23][CH:22]=4)=[O:12])=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 1522034-N,N-dimethylaminophenylacetic acidHCID 86655417propyl [(7R)-7-(methylamino)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetate

Product 1

HCID 54583709(R)-2-(7-(2-(4-(dimethylamino)phenyl)-N-methylacetamido)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl)acetic acid

Procedure

The title compound was prepared using analogous procedures described in Example 1 (Method A) from [4-(dimethylamino)phenyl]acetic acid and propyl [(7R)-7-(methylamino)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetate. MS (+ESI) m/z: 420.

Sources & evidence

ORD record
ord-a7b86386803b4f5a9a21173f203ee023
Source dataset
uspto-grants-2014_01
Patent number
US08637671B2

Reaction notes

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