Imidazole → (1-Imidazol-1-ylmethyl-6-methoxy-isoquinolin-3-yl)-(5-methyl-1H-pyrazol-3-yl)-amine

HRID 2101117Notes

Reaction equation

CS([N:5]1[C:9]([CH3:10])=[CH:8][C:7]([NH:11][C:12]2[N:13]=[C:14]([CH2:24]OS(C)(=O)=O)[C:15]3[C:20]([CH:21]=2)=[CH:19][C:18]([O:22][CH3:23])=[CH:17][CH:16]=3)=[N:6]1)(=O)=O.[NH:30]1[CH:34]=[CH:33][N:32]=[CH:31]1>>[N:30]1([CH2:24][C:14]2[C:15]3[C:20](=[CH:19][C:18]([O:22][CH3:23])=[CH:17][CH:16]=3)[CH:21]=[C:12]([NH:11][C:7]3[CH:8]=[C:9]([CH3:10])[NH:5][N:6]=3)[N:13]=2)[CH:34]=[CH:33][N:32]=[CH:31]1

Participants

Reactant 2

HCID 795Imidazole

HCID 57799576Methanesulfonic acid 3-(1-methanesulfonyl-5-methyl-1H-pyrazol-3-ylamino)-6-methoxy-isoquinolin-1-ylmethyl ester

Product 1

HCID 57799668(1-Imidazol-1-ylmethyl-6-methoxy-isoquinolin-3-yl)-(5-methyl-1H-pyrazol-3-yl)-amine

Procedure

Similar procedure as described in the example 369d was used, starting from Methanesulfonic acid 3-(1-methanesulfonyl-5-methyl-1H-pyrazol-3-ylamino)-6-methoxy-isoquinolin-1-ylmethyl ester and 1H-Imidazole to give 5 mg of (1-Imidazol-1-ylmethyl-6-methoxy-isoquinolin-3-yl)-(5-methyl-1H-pyrazol-3-yl)-amine as a yellow solid. LC-MS m/e 335 (MH+).

Sources & evidence

ORD record: ord-d0624ef19a744f41b18143411dbb495e
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07572809B2

Reaction notes

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