HCID 131730329, compound → HCID 131730330, compound

HRID 1948322Notes

Reaction equation

HRID 1948322 reaction equation
[Cl:1][C:2]1[C:6]([Cl:7])=[C:5]([CH3:8])[NH:4][C:3]=1[C:9]([NH:11][C@H:12]1[CH2:17][CH2:16][N:15]([C:18]2[CH:19]=[C:20]([C:26]([C:29]([NH:31]C(C)(C3C=CC=CC=3)C)=[O:30])=[CH:27][N:28]=2)[C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH2:14][C@H:13]1[O:41][CH3:42])=[O:10]>C(O)(C(F)(F)F)=O>[NH2:31][C:29]([C:26]1[C:20]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:19][C:18]([N:15]2[CH2:16][CH2:17][C@H:12]([NH:11][C:9]([C:3]3[NH:4][C:5]([CH3:8])=[C:6]([Cl:7])[C:2]=3[Cl:1])=[O:10])[C@H:13]([O:41][CH3:42])[CH2:14]2)=[N:28][CH:27]=1)=[O:30]

Participants

3

Reactant 1

HCID 131730329HCID 131730329, compound

Product 1

HCID 131730330HCID 131730330, compoundYield 73.2%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 103 mg (0.17 mmol) of Cis(±)-ethyl 2-(4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)-5-{[(1-methyl-1-phenylethyl)amino]carbonyl} isonicotinate (Example 198) in 10 ml TFA was heated at 40° C. overnight and at 50° C. for 6 h. Solvent was removed and the residue was triturated with MeOH to give 62 mg of a white solid. MS (ES) MH+: 498 for C21H25Cl2N5O5.

Workup

  1. customSolvent was removed
  2. customthe residue was triturated with MeOH

Sources & evidence

ORD record
ord-b84cfa683b334a9da7fd9d7b6f44d846
Source dataset
uspto-grants-2013_03
Patent number
US08399489B2

Reaction notes

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