6-Hydroxy-2-methyl-3,4-dihydroisoquinolin-1(2H)-one → 1-{1-[2-(6-methoxy-2-methyl-1-oxo-1,2,3,4-tetrahydroisoquinolin-7-yl)ethyl]piperidin-4-yl}-N-methyl-1H-indole-6-carboxamide

HRID 494954Notes

Reaction equation

HRID 494954 reaction equation
OC1C=C2C(=CC=1)[C:8](=[O:12])[N:7]([CH3:13])[CH2:6]C2.COC1C(CCN2CCC(N3C4C(=CC=C(C(N)=O)C=4)C=C3)CC2)=C2C(C(=O)C(C)(C)CO2)=CC=1.C(C1C(OC)=CC2COC(=O)NC=2C=1)C=C.[CH3:65][O:66][C:67]1[C:78]([CH2:79][CH2:80][N:81]2[CH2:86][CH2:85][CH:84]([N:87]3[C:95]4[C:90](=[CH:91][CH:92]=[C:93]([C:96]([NH:98][CH3:99])=[O:97])[CH:94]=4)[CH:89]=[CH:88]3)[CH2:83][CH2:82]2)=[CH:77][C:70]2N(C)C(=O)O[CH2:74][C:69]=2[CH:68]=1>>[CH3:65][O:66][C:67]1[CH:68]=[C:69]2[C:70](=[CH:77][C:78]=1[CH2:79][CH2:80][N:81]1[CH2:86][CH2:85][CH:84]([N:87]3[C:95]4[C:90](=[CH:91][CH:92]=[C:93]([C:96]([NH:98][CH3:99])=[O:97])[CH:94]=4)[CH:89]=[CH:88]3)[CH2:83][CH2:82]1)[C:8](=[O:12])[N:7]([CH3:13])[CH2:6][CH2:74]2

Participants

5

Reactant 4

HCID 105834406-Hydroxy-2-methyl-3,4-dihydroisoquinolin-1(2H)-oneHCID 576827711-{1-[2-(6-Methoxy-1-methyl-2-oxo-1,4-dihydro-2H-benz[d](1,3]oxazin-7-yl)ethyl]piperidin-4-yl}-N-methyl-1H-indole-6-carboxamideHCID 576827891-{1-[2-(7-Methoxy-3,3-dimethyl-4-oxochroman-8-yl)ethyl]piperidin-4-yl}-1H-indole-6-carboxamideHCID 576828047-Allyl-6-methoxy-1,4-dihydrobenz[d][1,3]oxazin-2-one

Product 1

HCID 576829231-{1-[2-(6-methoxy-2-methyl-1-oxo-1,2,3,4-tetrahydroisoquinolin-7-yl)ethyl]piperidin-4-yl}-N-methyl-1H-indole-6-carboxamide

Procedure

The subject compound was synthesized from 6-hydroxy-2-methyl-3,4-dihydro-2H-isoquinolin-1-one (CAS#: 308110-07-8) according to the methods described in Example 22, (1), (2) and (3), and Example 23, (5).

Sources & evidence

ORD record
ord-5e81da7b9daf493aa78098a88cfbf53a
Source dataset
uspto-grants-2009_05
Patent number
US07538123B2

Reaction notes

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