Diisopropylethylamine → HCID 25015092, compound

HRID 2424833Notes

Reaction equation

HRID 2424833 reaction equation
[OH:1][C@@H:2]1[CH2:6][CH2:5][NH:4][CH2:3]1.O[C@H]1CCNC1.Cl[C:14]1[CH:23]=[CH:22][C:21]2[C:20]([C:24]([NH:26][CH2:27][C@:28]3([OH:35])[CH2:33][CH2:32][CH2:31][C@H:30]([CH3:34])[CH2:29]3)=[O:25])=[C:19]([Cl:36])[CH:18]=[CH:17][C:16]=2[N:15]=1.C(N(C(C)C)CC)(C)C>C(#N)C>[Cl:36][C:19]1[CH:18]=[CH:17][C:16]2[N:15]=[C:14]([N:4]3[CH2:5][CH2:6][C@@H:2]([OH:1])[CH2:3]3)[CH:23]=[CH:22][C:21]=2[C:20]=1[C:24]([NH:26][CH2:27][C@:28]1([OH:35])[CH2:33][CH2:32][CH2:31][C@H:30]([CH3:34])[CH2:29]1)=[O:25]

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 2733874(3S)-pyrrolidin-3-olHCID 2759337(R)-3-PyrrolidinolHCID 866233642,6-Dichloro-N-{[(1S,3S)-1-hydroxy-3-methylcyclohexyl]methyl}quinoline-5-carboxamide

Product 1

HCID 25015092HCID 25015092, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The title compound was prepared by the method of Example 1, step e) by reacting (R)-3-hydroxypyrrolidine (80 mg) (instead of (S)-3-hydroxypyrrolidine) with the product of Example 1, step d) (0.2 g) and diisopropylethylamine (300 μl) in acetonitrile (3 ml) to afford the title compound as a cream solid (190 mg). m.p. 222-223° C. (acetonitrile).

Workup

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

Sources & evidence

ORD record
ord-4f94fff22c644d6bbf116fe432e90a25
Source dataset
uspto-grants-2011_06
Patent number
US07964616B2

Reaction notes

Loading…