6-Quinolinecarboxylic acid → HCID 178523637, compound

HRID 1409931Notes

Reaction equation

HRID 1409931 reaction equation
Cl.Cl.[O:3]1[C:8]2=[CH:9][CH:10]=[CH:11][C:7]2=[CH:6][C:5]([CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][N:13]2[CH2:18][CH2:19][C@H:20]2[CH2:25][CH2:24][C@H:23]([NH2:26])[CH2:22][CH2:21]2)=[CH:4]1.[N:27]1[C:36]2[C:31](=[CH:32][C:33]([C:37](O)=[O:38])=[CH:34][CH:35]=2)[CH:30]=[CH:29][CH:28]=1>>[O:3]1[C:8]2=[CH:9][CH:10]=[CH:11][C:7]2=[CH:6][C:5]([CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][N:13]2[CH2:18][CH2:19][C@H:20]2[CH2:21][CH2:22][C@H:23]([NH:26][C:37]([C:33]3[CH:32]=[C:31]4[C:36](=[CH:35][CH:34]=3)[N:27]=[CH:28][CH:29]=[CH:30]4)=[O:38])[CH2:24][CH2:25]2)=[CH:4]1

Participants

3

Reactant 2

HCID 825716-Quinolinecarboxylic acidHCID 178478713HCID 178478713, compound2×

Product 1

HCID 178523637HCID 178523637, compound

Procedure

The title compound, yellow solid (106 mg, 88%), MS (ISP) m/z=482.4 [(M+H)+], mp 192° C., was prepared in accordance with the general method of example 1 from trans-4-[2-(4-benzofuran-3-yl-piperidin-1-yl)-ethyl]-cyclohexylamine dihydrochloride (intermediate A) (100 mg, 0.25 mmol) and quinoline-6-carboxylic acid.

Sources & evidence

ORD record
ord-9be3d94fe9a643958e45d6f767c3e416
Source dataset
uspto-grants-2014_12
Patent number
US08921397B2

Reaction notes

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