Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → 2-(2-isopropylphenylamino)-3H-benzimidazole-5-carboxylic acid (3-methoxy-1H-indazol-6-yl)-amide

HRID 388930Notes

Reaction equation

HRID 388930 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][C:11]1[NH:12][C:13]2[CH:19]=[C:18]([C:20](O)=[O:21])[CH:17]=[CH:16][C:14]=2[N:15]=1)([CH3:3])[CH3:2].[CH3:23][O:24][C:25]1[C:33]2[C:28](=[CH:29][C:30]([NH2:34])=[CH:31][CH:32]=2)[NH:27][N:26]=1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>>[CH3:23][O:24][C:25]1[C:33]2[C:28](=[CH:29][C:30]([NH:34][C:20]([C:18]3[CH:17]=[CH:16][C:14]4[N:15]=[C:11]([NH:10][C:5]5[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=5[CH:1]([CH3:2])[CH3:3])[NH:12][C:13]=4[CH:19]=3)=[O:21])=[CH:31][CH:32]=2)[NH:27][N:26]=1

Participants

4

Reactant 3

HCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 684441332-(2-Isopropylphenylamino)-3H-benzimidazole-5-carboxylic acidHCID 684449323-Methoxy-1H-indazol-6-amine

Product 1

HCID 595225982-(2-isopropylphenylamino)-3H-benzimidazole-5-carboxylic acid (3-methoxy-1H-indazol-6-yl)-amide

Procedure

2-(2-Isopropylphenylamino)-3H-benzimidazole-5-carboxylic acid (0.3 mmol; see Example 66) was coupled with aforementioned 3-methoxy-1H-indazol-6-ylamine (0.3 mmol) using HBTU as described in general procedure D to afford the desired product, 2-(2-isopropylphenylamino)-3H-benzimidazole-5-carboxylic acid (3-methoxy-1H-indazol-6-yl)-amide. MS: m/z 441 (M+H)+.

Sources & evidence

ORD record
ord-6b8020c0694c49ef9ff712e10ba83dcb
Source dataset
uspto-grants-2013_02
Patent number
US08377983B2

Reaction notes

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