1-Indan-4-yl-piperazine hydrochloride → 7-[4-(4-Indan-4-yl-piperazin-1-yl)-butoxy]-5-trifluoromethyl-3,4-dihydro-1H-[1,8]naphthyridin-2-one

HRID 1373614Notes

Reaction equation

HRID 1373614 reaction equation
Cl.[CH2:2]1[C:10]2[C:5](=[C:6]([N:11]3[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]3)[CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3]1.[O:17]=[C:18]1[NH:27][C:26]2[N:25]=[C:24]([O:28][CH2:29][CH2:30][CH2:31][CH:32]=O)[CH:23]=[C:22]([C:34]([F:37])([F:36])[F:35])[C:21]=2[CH2:20][CH2:19]1>>[CH2:2]1[C:10]2[C:5](=[C:6]([N:11]3[CH2:12][CH2:13][N:14]([CH2:32][CH2:31][CH2:30][CH2:29][O:28][C:24]4[N:25]=[C:26]5[C:21]([CH2:20][CH2:19][C:18](=[O:17])[NH:27]5)=[C:22]([C:34]([F:36])([F:35])[F:37])[CH:23]=4)[CH2:15][CH2:16]3)[CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 210731941-Indan-4-yl-piperazine hydrochlorideHCID 210733764-(7-Oxo4-trifluoromethyl-5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yloxy)-butyraldehyde

Product 1

HCID 210738027-[4-(4-Indan-4-yl-piperazin-1-yl)-butoxy]-5-trifluoromethyl-3,4-dihydro-1H-[1,8]naphthyridin-2-one

Procedure

In a manner similar to that of other examples above, 1-indan-4-yl-piperazine hydrochloride was coupled by reductive amination to 4-(7-oxo-4-trifluoromethyl-5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yloxy)-butyraldehyde followed by typical workup and purification to give the title compound. MS: APCI: M+1: 489.4 (Exact Mass: 488.24).

Workup

  1. customfollowed by typical workup and purification

Sources & evidence

ORD record
ord-d8a4cc2e719446f888bc03d268369872
Source dataset
uspto-grants-2007_01
Patent number
US07160888B2

Reaction notes

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