Pyridine → 2-Methyl-N-(1-methyl-6-{1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1H-indazol-4-yl)-1,3-thiazole-4-carboxamide

HRID 520596Notes

Reaction equation

HRID 520596 reaction equation
[CH3:1][N:2]1[C:10]2[CH:9]=[C:8]([C:11]3[CH:16]=[CH:15][N:14]=[C:13]4[N:17]([S:20]([C:23]5[CH:28]=[CH:27][C:26]([CH3:29])=[CH:25][CH:24]=5)(=[O:22])=[O:21])[CH:18]=[CH:19][C:12]=34)[CH:7]=[C:6]([NH2:30])[C:5]=2[CH:4]=[N:3]1.N1C=CC=CC=1.[CH3:37][C:38]1[S:39][CH:40]=[C:41]([C:43](Cl)=[O:44])[N:42]=1>C(Cl)Cl>[CH3:37][C:38]1[S:39][CH:40]=[C:41]([C:43]([NH:30][C:6]2[CH:7]=[C:8]([C:11]3[CH:16]=[CH:15][N:14]=[C:13]4[N:17]([S:20]([C:23]5[CH:28]=[CH:27][C:26]([CH3:29])=[CH:25][CH:24]=5)(=[O:22])=[O:21])[CH:18]=[CH:19][C:12]=34)[CH:9]=[C:10]3[C:5]=2[CH:4]=[N:3][N:2]3[CH3:1])=[O:44])[N:42]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 211839592-Methyl-1,3-thiazole-4-carbonyl chlorideHCID 66692086HCID 66692086, compound

Product 1

HCID 666923832-Methyl-N-(1-methyl-6-{1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1H-indazol-4-yl)-1,3-thiazole-4-carboxamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-Methyl-6-{1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1H-indazol-4-amine (75 mg) and pyridine (0.029 ml) were added to DCM (5 ml) under stirring at RT under nitrogen. 2-Methyl-1,3-thiazole-4-carbonyl chloride (38 mg) was added into the reaction mixture. The reaction mixture was partitioned between water (20 ml) and DCM (20 ml).

Workup

  1. customThe reaction mixture was partitioned between water (20 ml) and DCM (20 ml)

Sources & evidence

ORD record
ord-589937ff85e14ad899a718ce3035ca44
Source dataset
uspto-grants-2016_05
Patent number
US09326987B2

Reaction notes

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