1,4-Dioxane hydrochloride → HCID 25010224, compound

HRID 222389Notes

Reaction equation

HRID 222389 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:37]=[CH:38][CH:39]=1)[C:5]([NH:7][C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([NH:17][C:18]([NH:20][CH2:21][C:22]3[CH:27]=[C:26]([F:28])[CH:25]=[CH:24][C:23]=3[F:29])=[O:19])[CH:15]=2)[N:10](C(OC(C)(C)C)=O)[N:9]=1)=[O:6].Cl.O1CCOCC1>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:37]=[CH:38][CH:39]=1)[C:5]([NH:7][C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([NH:17][C:18]([NH:20][CH2:21][C:22]3[CH:27]=[C:26]([F:28])[CH:25]=[CH:24][C:23]=3[F:29])=[O:19])[CH:15]=2)[NH:10][N:9]=1)=[O:6]

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 57908849HCID 57908849, compound

Product 1

HCID 25010224HCID 25010224, compoundYield 31%

Procedure

7.2 90 mg of tert-butyl 3-(3-chlorobenzoylamino)-5-[3-(2,5-difluorobenzyl)ureido]indazole-1-carboxylate are stirred for 16 hours with 3 ml of HCl/dioxane (4 M). The batch is evaporated and dried well. Purification of the residue by column chromatography on silica gel (eluent:heptane/EA 9:1) gives 23 mg of 1-[3-(3-chlorobenzoylamino)-1H-indazol-5-yl]-3-(2,5-difluorobenzyl)urea (“A21”) as a colourless powder (31%), MS-FAB (M+H+)=456;

Workup

  1. customThe batch is evaporated
  2. customdried well
  3. customPurification of the residue by column chromatography on silica gel (eluent:heptane/EA 9:1)

Sources & evidence

ORD record
ord-309ca1f8bad149f9ba3b7fa5aad3e9dd
Source dataset
uspto-grants-2012_06
Patent number
US08207210B2

Reaction notes

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