Ethanol → HCID 131725225, compound

HRID 1064204Notes

Reaction equation

HRID 1064204 reaction equation
O=C1C2C(=CC=CC=2)C(=O)[N:3]1[CH2:12][CH2:13][N:14]1[C:22]2[CH:21]=[C:20]([NH:23][C:24]([C@@H:26]3[CH2:28][C@H:27]3[C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)=[O:25])[CH:19]=[C:18]3[C:35](=[O:39])[NH:36][N:37]=[CH:38][C:16]([C:17]=23)=[CH:15]1.NN.C([OH:44])C>>[C:35]([OH:39])(=[O:44])[CH3:18].[NH2:3][CH2:12][CH2:13][N:14]1[C:22]2[CH:21]=[C:20]([NH:23][C:24]([C@@H:26]3[CH2:28][C@H:27]3[C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=3)=[O:25])[CH:19]=[C:18]3[C:35](=[O:39])[NH:36][N:37]=[CH:38][C:16]([C:17]=23)=[CH:15]1

Participants

4

Reactant 3

HCID 702EthanolHCID 9321HydrazineHCID 60045257HCID 60045257, compound

Product 1

HCID 131725225HCID 131725225, compoundYield 89%

Procedure

The title compound of Example 242 (92 mg, 0.18 mmol) and hydrazine (0.2 ml) were refluxed together in ethanol (14 mL) 3 hours. After evaporation of the volatile components, the residue was subjected to preparative HPLC which afforded the title compound (71.4 mg) as an acetic acid salt in 89% yield.

Workup

  1. customAfter evaporation of the volatile components

Sources & evidence

ORD record
ord-980cf41a3b884dcd808df5bb562b590a
Source dataset
uspto-grants-2005_11
Patent number
US06967198B2

Reaction notes

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