Benzyl Alcohol → HCID 66625550, compound

HRID 1629682Notes

Reaction equation

HRID 1629682 reaction equation
[C:1]([N:4]1[C:13]2[C:8](=[CH:9][C:10]([C:14]([OH:16])=[O:15])=[CH:11][CH:12]=2)[C@H:7]([NH:17][C:18]2[CH:23]=[CH:22][C:21]([N:24]3[CH2:29][CH2:28][O:27][CH2:26][CH2:25]3)=[CH:20][CH:19]=2)[CH2:6][C@@H:5]1[CH3:30])(=[O:3])[CH3:2].[CH2:31](O)[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>>[CH2:31]([O:15][C:14]([C:10]1[CH:9]=[C:8]2[C:13](=[CH:12][CH:11]=1)[N:4]([C:1](=[O:3])[CH3:2])[C@@H:5]([CH3:30])[CH2:6][C@H:7]2[NH:17][C:18]1[CH:19]=[CH:20][C:21]([N:24]2[CH2:25][CH2:26][O:27][CH2:28][CH2:29]2)=[CH:22][CH:23]=1)=[O:16])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1

Participants

3

Reactant 2

HCID 244Benzyl AlcoholHCID 66625739HCID 66625739, compound

Product 1

HCID 66625550HCID 66625550, compoundYield 89%

Procedure

[Step 1] Reactions and treatments were carried out in the same manner as in Example 118, using 122.8 mg of (2S,4R)-1-acetyl-2-methyl-4-[(4-morpholinophenyl)amino]-1,2,3,4-tetrahydroquinoline-6-carboxylic acid instead of (2S,4R)-1-acetyl-2-methyl-4-(4-morpholinophenoxy)-1,2,3,4-tetrahydroquinoline-6-carboxylic acid, and using 155.3 μL of benzyl alcohol instead of monomethylamine. Thus, 133.4 mg (89.0%) of (2S,4R)-1-acetyl-2-methyl-4-[(4-morpholinophenyl)amino]-1,2,3,4-tetrahydroquinoline-6-carboxylic acid benzyl ester was obtained as a pale yellow amorphous substance.

Sources & evidence

ORD record
ord-43314c6dfbec4f72af0a7ef71eefb4ca
Source dataset
uspto-grants-2014_07
Patent number
US08791090B2

Reaction notes

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