(2S)-2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoic acid → 4-(N'-(3,5-Difluorophenylacetyl)-L-alaninyl)amino-1-(pyrid4-yl)-1,2,3,4-tetrahydroisoquinolin-3-one

HRID 1264707Notes

Reaction equation

HRID 1264707 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]([C:29]2[CH:34]=[CH:33][N:32]=[CH:31][CH:30]=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][CH:19]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH:22]([C:29]3[CH:30]=[CH:31][N:32]=[CH:33][CH:34]=3)[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 223127504-Amino-1-(pyrid-4-yl)-1,2,3,4-tetrahydroisoquinolin-3-one

Product 1

HCID 102050784-(N'-(3,5-Difluorophenylacetyl)-L-alaninyl)amino-1-(pyrid4-yl)-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-1-(pyrid-4-yl)-1,2,3,4-tetrahydroisoquinoline-3-one (Example 5-B), the title compound was prepared as a solid having a melting point of 100° C. C25H22N4O3F2 (MW=464); mass spectroscopy: 464.

Sources & evidence

ORD record
ord-0e9613ac94c84cda8ea1d9ef0732032a
Source dataset
uspto-grants-2003_04
Patent number
US06544978B2

Reaction notes

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