1-Oxo-1,2-dihydroisoquinoline-4-carboxylic acid → N-{(2R)-3-[4-(3,4-Dichlorophenoxy)piperidin-1-yl]-2-hydroxypropyl}-1-oxo-1,2-dihydroisoquinoline-4-carboxamide

HRID 2233406Notes

Reaction equation

HRID 2233406 reaction equation
[NH2:1][CH2:2][C@@H:3]([OH:20])[CH2:4][N:5]1[CH2:10][CH2:9][CH:8]([O:11][C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([Cl:19])[CH:13]=2)[CH2:7][CH2:6]1.[O:21]=[C:22]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[C:25]([C:32](O)=[O:33])=[CH:24][NH:23]1>>[Cl:19][C:14]1[CH:13]=[C:12]([CH:17]=[CH:16][C:15]=1[Cl:18])[O:11][CH:8]1[CH2:9][CH2:10][N:5]([CH2:4][C@H:3]([OH:20])[CH2:2][NH:1][C:32]([C:25]2[C:26]3[C:31](=[CH:30][CH:29]=[CH:28][CH:27]=3)[C:22](=[O:21])[NH:23][CH:24]=2)=[O:33])[CH2:6][CH2:7]1

Participants

3

Reactant 2

HCID 6431611-Oxo-1,2-dihydroisoquinoline-4-carboxylic acidHCID 11151315(2R)-1-amino-3-[4-(3,4-dichlorophenoxy)piperidin-1-yl)propan-2-ol

Product 1

HCID 9870185N-{(2R)-3-[4-(3,4-Dichlorophenoxy)piperidin-1-yl]-2-hydroxypropyl}-1-oxo-1,2-dihydroisoquinoline-4-carboxamide

Procedure

Prepared as described in Example 1 from (2R)-1-amino-3-[4-(3,4-dichlorophenoxy)piperidin-1-yl]propan-2-ol (0.1 g) and 1-oxo-1,2-dihydroisoquinoline-4-carboxylic acid (0.059 g). Title compound obtained as white solid (0.047 g).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-452a7efc5b324ea1bf0f271bd88f456b
Source dataset
uspto-grants-2010_05
Patent number
US07709500B2

Reaction notes

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