(2S)-2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoic acid → 4-(N'-(3,5-Difluorophenylacetyl)-L-alaninyl)amino-4-phenyl-1,2,3,4-tetrahydroisoquinolin-3-one

HRID 411343Notes

Reaction equation

HRID 411343 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([NH:12][C@H:13]([C:15]([OH:17])=O)[CH3:14])=[O:11])[CH:5]=[C:6]([F:8])[CH:7]=1.[NH2:18][CH:19]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22](C2C=NC=CC=2)[NH:21][C:20]1=[O:35]>>[F:8][C:6]1[CH:5]=[C:4]([CH2:9][C:10]([NH:12][C@H:13]([C:15]([NH:18][C:19]2([C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH2:22][NH:21][C:20]2=[O:35])=[O:17])[CH3:14])=[O:11])[CH:3]=[C:2]([F:1])[CH:7]=1

Participants

3

Reactant 2

HCID 12135350(2S)-2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoic acidHCID 223127724-Amino-1-(pyrid-3-yl)-1,2,3,4-tetrahydroisoquinoline-3-one

Product 1

HCID 205829494-(N'-(3,5-Difluorophenylacetyl)-L-alaninyl)amino-4-phenyl-1,2,3,4-tetrahydroisoquinolin-3-one

Procedure

Following General Procedure D above using N-(3,5-difluorophenylacetyl)-L-alanine (Example B) and 4-amino-6-phenyl-1,2,3,4-tetrahydroisoquinoline-3-one (General Procedure 5-D), the title compound was prepared. The product was purified by LC 2000 chromatography, eluting with ethyl acetate.

Workup

  1. customThe product was purified by LC 2000 chromatography
  2. washeluting with ethyl acetate

Sources & evidence

ORD record
ord-fc6d75b237034f57908c9732cf631003
Source dataset
uspto-grants-2003_05
Patent number
US06559141B2

Reaction notes

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