Piperidin-4-ol → HCID 25015093, compound

HRID 2424834Notes

Reaction equation

HRID 2424834 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([OH:7])[CH2:3][CH2:2]1.O[C@H]1CCNC1.Cl[C:15]1[CH:24]=[CH:23][C:22]2[C:21]([C:25]([NH:27][CH2:28][C@:29]3([OH:36])[CH2:34][CH2:33][CH2:32][C@H:31]([CH3:35])[CH2:30]3)=[O:26])=[C:20]([Cl:37])[CH:19]=[CH:18][C:17]=2[N:16]=1.C(N(C(C)C)CC)(C)C>C(#N)C>[Cl:37][C:20]1[CH:19]=[CH:18][C:17]2[N:16]=[C:15]([N:1]3[CH2:6][CH2:5][CH:4]([OH:7])[CH2:3][CH2:2]3)[CH:24]=[CH:23][C:22]=2[C:21]=1[C:25]([NH:27][CH2:28][C@:29]1([OH:36])[CH2:34][CH2:33][CH2:32][C@H:31]([CH3:35])[CH2:30]1)=[O:26]

Participants

6

Reactant 4

HCID 79341Piperidin-4-olHCID 81531DiisopropylethylamineHCID 2733874(3S)-pyrrolidin-3-olHCID 866233642,6-Dichloro-N-{[(1S,3S)-1-hydroxy-3-methylcyclohexyl]methyl}quinoline-5-carboxamide

Product 1

HCID 25015093HCID 25015093, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The title compound was prepared by the method of Example 1, step e) by reacting piperidin-4-ol (28 mg) (instead of (S)-3-hydroxypyrrolidine) with the product of Example 1, step d) (0.10 g) and diisopropylethylamine (0.11 g) in acetonitrile (2 ml) to afford the title compound as a white solid (99 mg). m.p. 120° C. dec.

Workup

  1. customThe title compound was prepared by the method of Example 1, step e)

Sources & evidence

ORD record
ord-5356ab1051114a988bf4a6eedd3ff8cf
Source dataset
uspto-grants-2011_06
Patent number
US07964616B2

Reaction notes

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