2-(((Tert-butoxy)carbonyl)amino)-2-phenylacetic acid → 5-(2-Amino-2-phenylacetamido)quinoline-8-carboxamide

HRID 2281019Notes

Reaction equation

HRID 2281019 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][C:9]([C:12]([NH2:14])=[O:13])=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2.C(OC([NH:22][CH:23]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:24](O)=[O:25])=O)(C)(C)C>>[NH2:22][CH:23]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:24]([NH:1][C:2]1[CH:11]=[CH:10][C:9]([C:12]([NH2:14])=[O:13])=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2)=[O:25]

Participants

3

Reactant 2

HCID 5718052-(((Tert-butoxy)carbonyl)amino)-2-phenylacetic acidHCID 896472255-Amino-8-quinolinecarboxamide

Product 1

HCID 896476385-(2-Amino-2-phenylacetamido)quinoline-8-carboxamide

Procedure

The title compound was synthesized according to the procedure described for the preparation of Example 27 by using 5-aminoquinoline-8-carboxamide coupled with 2-((tert-butoxycarbonyl)amino)-2-phenylacetic acid, followed by removal of the protecting group to afford Example 29. LC-MS (M+H=321, obsd=321).

Workup

  1. customdescribed for the preparation of Example 27
  2. customfollowed by removal of the protecting group
  3. customto afford Example 29

Sources & evidence

ORD record
ord-2567fb4e124b4041aeeb24202703fa0b
Source dataset
uspto-grants-2015_09
Patent number
US09139568B2

Reaction notes

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