4-Iodobenzoyl chloride → HCID 68709536, compound

HRID 1257058Notes

Reaction equation

HRID 1257058 reaction equation
[I:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][CH:3]=1.[NH2:11][C:12]([CH3:26])([CH2:15][N:16]1[CH:25]=[C:19]2[N:20]=[CH:21][C:22]([Br:24])=[CH:23][C:18]2=[N:17]1)[C:13]#[N:14]>C1COCC1>[Br:24][C:22]1[CH:21]=[N:20][C:19]2=[CH:25][N:16]([CH2:15][C:12]([NH:11][C:6](=[O:7])[C:5]3[CH:9]=[CH:10][C:2]([I:1])=[CH:3][CH:4]=3)([C:13]#[N:14])[CH3:26])[N:17]=[C:18]2[CH:23]=1

Participants

4

Reactant 2

HCID 743734-Iodobenzoyl chlorideHCID 666201262-Amino-3-(6-bromo-2H-pyrazolo[4,3-b]pyridin-2-yl)-2-methylpropionitrile

Product 1

HCID 68709536HCID 68709536, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Using a procedure similar to that described in Example 60, except using a solution of 4-iodobenzoyl chloride (0.16 mmole) in THF and a solution of 2-amino-3-(6-bromo-2H-pyrazolo[4,3-b]pyridin-2-yl)-2-methylpropionitrile (0.075 mmole, described in Example 182) in THF mixed with TEA (3% v./v.), the title compound was isolated as solid residue (8.3 mg). It was dissolved in DMSO for further biological evaluation and analyzed by LCMS. MS (ES): M/Z [M+H]=510, RT=0.59 min.

Sources & evidence

ORD record
ord-e0948046168247f8ae3ddb4ea82b2e12
Source dataset
uspto-grants-2013_06
Patent number
US08461176B2

Reaction notes

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