Ethyl (3S)-3-amino-3-(pyridin-3-yl)propanoate--hydrogen chloride (1/2) → (S)-3-[2-(1-Oxo-7-piperazin-1-yl-3,4-dihydro-1H-isoquinolin-2-yl)-acetylamino]-3-pyridin-3-yl-propionic acid

HRID 862676Notes

Reaction equation

HRID 862676 reaction equation
Cl.Cl.[NH2:3][C@H:4]([C:11]1[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=1)[CH2:5][C:6]([O:8]CC)=[O:7].[N:17]1([C:23]2[CH:32]=[C:31]3[C:26]([CH2:27][CH2:28][N:29]([CH2:34][C:35](NC[C@@H](NS(C4C=CC=CC=4)(=O)=O)C(O)=O)=[O:36])[C:30]3=[O:33])=[CH:25][CH:24]=2)[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1>>[N:17]1([C:23]2[CH:32]=[C:31]3[C:26]([CH2:27][CH2:28][N:29]([CH2:34][C:35]([NH:3][C@H:4]([C:11]4[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=4)[CH2:5][C:6]([OH:8])=[O:7])=[O:36])[C:30]3=[O:33])=[CH:25][CH:24]=2)[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1

Participants

3

Reactant 2

HCID 44891224Ethyl (3S)-3-amino-3-(pyridin-3-yl)propanoate--hydrogen chloride (1/2)HCID 86752094N-{[7-(Piperazin-1-yl)-3,4-dihydro-1(1H)-isoquinolinone-2-yl]acetyl}-2(R)-(phenylsulfonylamino)-beta-alanine

Product 1

HCID 10789118(S)-3-[2-(1-Oxo-7-piperazin-1-yl-3,4-dihydro-1H-isoquinolin-2-yl)-acetylamino]-3-pyridin-3-yl-propionic acid

Procedure

Following the procedure described for 1-7, but substituting 2(R)-(phenylsulfonylamino)-β-alanine for ethyl 3-amino-3(S)-(3-pyridyl)propionate dihydrochloride, the title compound was prepared. 1H NMR (CD3OD): δ 1.50 (9H, s), 3.00 (2H, m), 3.18 (2H, m), 3.3-3.7 (10H, m), 4.09 (1H, dd), 4.23 (2H, m), 7.2 (2H, m), 7.5-7.6 (4H, m), 7.85 (2H, m), 8.22 (1H, m). ##STR43## N-{[7-(Piperazin-1-yl)-3,4-dihydro-1(1H) -isoquinolinone-2-yl]acetyl}-2(R)-(phenylsulfonylamino)-β-alanine (1-22)

Sources & evidence

ORD record
ord-f4f8204ff8eb43518db97658b1ca0058
Source dataset
uspto-grants-1998_02
Patent number
US05719162

Reaction notes

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