H-D-Pro-otbu → HCID 68808762, compound

HRID 2217872Notes

Reaction equation

HRID 2217872 reaction equation
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:8]([C:12]([NH:14][CH2:15][CH:16]3[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]3)=[O:13])=[C:7]([Cl:22])[CH:6]=[CH:5][C:4]=2[N:3]=1.[NH:23]1[CH2:34][CH2:33][CH2:32][C@@H:24]1[C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26]>>[CH3:31][C:28]([O:27][C:25](=[O:26])[C@H:24]1[CH2:32][CH2:33][CH2:34][N:23]1[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:22])[C:8]=2[C:12]([NH:14][CH2:15][CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)=[O:13])[N:3]=1)([CH3:29])[CH3:30]

Participants

3

Reactant 2

HCID 6931635H-D-Pro-otbuHCID 860130222,6-dichloro-N-(cyclohexylmethyl)-5-quinolinecarboxamide

Product 1

HCID 68808762HCID 68808762, compoundYield 89.3%

Procedure

Prepared according to the method of example 30, using 2,6-dichloro-N-(cyclohexylmethyl)-5-quinolinecarboxamide (Example 43(a)) (200 mg) and D-proline, 1,1-dimethylethyl ester (310 mg). Purification (SiO2, ethyl acetate:isohexane 30:70 as eluant) gave the sub-title compound as an oil (250 mg).

Workup

  1. customPrepared
  2. customPurification (SiO2, ethyl acetate:isohexane 30:70 as eluant)

Sources & evidence

ORD record
ord-5544882bf79c4991a5f33e40fd817c3b
Source dataset
uspto-grants-2008_08
Patent number
US07408065B2

Reaction notes

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