4-Quinolinecarboxaldehyde → HCID 87565005, compound

HRID 899945Notes

Reaction equation

HRID 899945 reaction equation
[NH:1]([C:7](OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=[O:8])[CH:2](O)[C:3]([OH:5])=[O:4].[N:24]1[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[C:27]([CH:34]=O)=[CH:26][CH:25]=1.[F:36][C:37]([F:49])([F:48])[S:38]([C:41]1[CH:47]=[CH:46][C:44]([NH2:45])=[CH:43][CH:42]=1)(=[O:40])=[O:39]>>[F:36][C:37]([F:49])([F:48])[C:3]([OH:5])=[O:4].[N:24]1[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[C:27]([CH2:34][N:1]2[CH2:2][C:3](=[O:4])[N:45]([C:44]3[CH:46]=[CH:47][C:41]([S:38]([C:37]([F:48])([F:36])[F:49])(=[O:39])=[O:40])=[CH:42][CH:43]=3)[C:7]2=[O:8])=[CH:26][CH:25]=1

Participants

4

Reactant 3

HCID 780724-QuinolinecarboxaldehydeHCID 1363154-Aminophenyl trifluoromethyl sulphoneHCID 60112698HCID 60112698, compound

Product 1

HCID 87565005HCID 87565005, compoundYield 35.5%

Procedure

The compound is prepared from 4 mmol of resin, 12 mmol of N-Fmoc-Gly(OH), 20 mmol of 4-quinolinecarboxaldehyde, and 10 mmol of 4-(trifluoromethanesulfonyl)aniline, in the same way as in Example 1. After purification by preparative LC-MS, 1 g of expected product is obtained.

Workup

  1. customAfter purification by preparative LC-MS

Sources & evidence

ORD record
ord-12cbb1b96e7349bb9ca9eb3cbd7aa53d
Source dataset
uspto-grants-2008_04
Patent number
US07354933B2

Reaction notes

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