6-Quinolinecarboxylic acid → HCID 178523586, compound

HRID 331478Notes

Reaction equation

HRID 331478 reaction equation
Cl.Cl.[O:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[C:11]([CH:12]3[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][C@H:20]4[CH2:25][CH2:24][C@H:23]([NH2:26])[CH2:22][CH2:21]4)[CH2:14][CH2:13]3)[C:6]=2[CH2:5][CH2:4]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:7]2[CH:8]=[CH:9][CH:10]=[C:11]([CH:12]3[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][C@H:20]4[CH2:21][CH2:22][C@H:23]([NH:26][C:37]([C:33]5[CH:32]=[C:31]6[C:36](=[CH:35][CH:34]=5)[N:27]=[CH:28][CH:29]=[CH:30]6)=[O:38])[CH2:24][CH2:25]4)[CH2:14][CH2:13]3)[C:6]=2[CH2:5][CH2:4]1

Participants

3

Reactant 2

HCID 825716-Quinolinecarboxylic acidHCID 178478710HCID 178478710, compound2×

Product 1

HCID 178523586HCID 178523586, compound

Procedure

The title compound, white solid (107 mg, 89%), MS (ISP) m/z=484.5 [(M+H)+], mp 238° C., was prepared in accordance with the general method of example 1 from trans-4-{2-[4-(2,3-dihydro-benzofuran-4-yl)-piperidin-1-yl]-ethyl}-cyclohexylamine dihydrochloride (intermediate B) (100 mg, 0.25 mmol) and quinoline-6-carboxylic acid.

Sources & evidence

ORD record
ord-a347d560eb9047ddad9557881a0838a8
Source dataset
uspto-grants-2014_11
Patent number
US08877778B2

Reaction notes

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