2,6-Diethylphenyl isothiocyanate → 2-(2,6-diethylphenylamino)-3H-benzimidazole-5-carboxylic acid (1H-indazol-6-yl)-amide

HRID 388948Notes

Reaction equation

HRID 388948 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:9][CH3:10])[C:4]=1[N:11]=[C:12]=S)[CH3:2].[NH:14]1[C:22]2[C:17](=[CH:18][CH:19]=[C:20]([NH:23][C:24]([C:26]3[CH:43]=[CH:42][C:29]4[N:30]=C(NC5N(C(C)C)C=CN=5)[NH:32][C:28]=4[CH:27]=3)=[O:25])[CH:21]=2)[CH:16]=[N:15]1>CN(C=O)C.C1COCC1>[NH:14]1[C:22]2[C:17](=[CH:18][CH:19]=[C:20]([NH:23][C:24]([C:26]3[CH:43]=[CH:42][C:29]4[N:30]=[C:12]([NH:11][C:4]5[C:3]([CH2:1][CH3:2])=[CH:8][CH:7]=[CH:6][C:5]=5[CH2:9][CH3:10])[NH:32][C:28]=4[CH:27]=3)=[O:25])[CH:21]=2)[CH:16]=[N:15]1

Participants

4

Reactant 2

HCID 1411932,6-Diethylphenyl isothiocyanateHCID 59522617HCID 59522617, compound

Product 1

HCID 589707202-(2,6-diethylphenylamino)-3H-benzimidazole-5-carboxylic acid (1H-indazol-6-yl)-amide

Reagents, catalysts & solvents 1

HCID 21974620tetrahydrofuran N,N-dimethylformamideSolvent

Procedure

A solution of 1,3-diethyl-2-isothiocyanatobenzene (0.5 mmol) in 1:1 DMF/THF (2 mL) was reacted with 3,4-diamino-N-(1H-indazol-6-yl)-benzamide (0.5 mmol; see Example 25) according to general procedure B to yield 2-(2,6-diethylphenylamino)-3H-benzimidazole-5-carboxylic acid (1H-indazol-6-yl)-amide. MS: m/z 425 (M+H)+.

Sources & evidence

ORD record
ord-0f51a1fd7eef40aa81f8f840513dda73
Source dataset
uspto-grants-2013_02
Patent number
US08377983B2

Reaction notes

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