Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- → HCID 22179680, compound

HRID 1796607Notes

Reaction equation

HRID 1796607 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]([C:11]1[C:12]([CH3:36])=[C:13]2[C:18]([NH:19][C:20]3[CH:25]=[CH:24][C:23]([O:26][C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)=[CH:22][CH:21]=3)=[C:17]([C:33]#[N:34])[CH:16]=[N:15][N:14]2[CH:35]=1)=O.C12(CS(O)(=O)=O)C(C)(C)C(CC1)CC2=O>C1(C)C=CC=CC=1>[NH:8]1[C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[N:1]=[C:9]1[C:11]1[C:12]([CH3:36])=[C:13]2[C:18]([NH:19][C:20]3[CH:25]=[CH:24][C:23]([O:26][C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)=[CH:22][CH:21]=3)=[C:17]([C:33]#[N:34])[CH:16]=[N:15][N:14]2[CH:35]=1

Participants

4

Reactant 2

HCID 18462Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-HCID 21025157HCID 21025157, compound

Product 1

HCID 22179680HCID 22179680, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

3-Cyano-5-methyl-4-(4-phenoxy-phenylamino)-pyrrolo[1,2-b]pyridazine-6-carboxylic acid (2-amino-phenyl)-amide 371 (4 mg, 0.008 mmol) and a small pinch of 10-camphorsulfonic acid was heated in toluene (1.0 ml) at 110° C. for 5 hrs. The reaction mixture was purified by silica gel flash chromatography to isolate 373 as yellow film (1.9 mg, 33%). [M+H]+=436.1.

Workup

  1. customThe reaction mixture was purified by silica gel flash chromatography

Sources & evidence

ORD record
ord-eeba4283abe04251a6e06388152535d8
Source dataset
uspto-grants-2006_04
Patent number
US07030112B2

Reaction notes

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