6-Quinolinecarboxylic acid → HCID 178523694, compound

HRID 2042516Notes

Reaction equation

HRID 2042516 reaction equation
Cl.Cl.Cl.[O:4]1[C:12]2[CH:11]=[CH:10][N:9]=[C:8]([N:13]3[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][C@H:21]4[CH2:26][CH2:25][C@H:24]([NH2:27])[CH2:23][CH2:22]4)[CH2:15][CH2:14]3)[C:7]=2[CH2:6][CH2:5]1.[N:28]1[C:37]2[C:32](=[CH:33][C:34]([C:38](O)=[O:39])=[CH:35][CH:36]=2)[CH:31]=[CH:30][CH:29]=1>>[O:4]1[C:12]2[CH:11]=[CH:10][N:9]=[C:8]([N:13]3[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][C@H:21]4[CH2:26][CH2:25][C@H:24]([NH:27][C:38]([C:34]5[CH:33]=[C:32]6[C:37](=[CH:36][CH:35]=5)[N:28]=[CH:29][CH:30]=[CH:31]6)=[O:39])[CH2:23][CH2:22]4)[CH2:15][CH2:14]3)[C:7]=2[CH2:6][CH2:5]1

Participants

3

Reactant 2

HCID 825716-Quinolinecarboxylic acidHCID 178478589HCID 178478589, compound2×

Product 1

HCID 178523694HCID 178523694, compound

Procedure

The title compound, off-white solid (120 mg, 99%), MS (ISP) m/z=486.4 [(M+H)+], mp 227° C., was prepared in accordance with the general method of example 32 from trans-4-{2-[4-(2,3-dihydrofuro[3,2-c]pyridin-4-yl)-piperazin-1-yl]-ethyl}-cyclohexanamine trihydrochloride (intermediate C) (110 mg, 0.25 mmol) and quinoline-6-carboxylic acid.

Sources & evidence

ORD record
ord-c1c915b216f042aea6d6ef1cf4d3a721
Source dataset
uspto-grants-2013_11
Patent number
US08586579B2

Reaction notes

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