HCID 11869712, compound → HCID 86615221, compound

HRID 1163418Notes

Reaction equation

HRID 1163418 reaction equation
[NH2:1][C:2]1[C:19]([NH2:20])=[CH:18][C:5]([C:6]([NH:8][C:9]2[CH:17]=[C:16]3[C:12]([CH:13]=[N:14][NH:15]3)=[CH:11][CH:10]=2)=[O:7])=[C:4]([Cl:21])[CH:3]=1.N([C@H]1C[C@H]2C[C@@H]1CC2)=[C:23]=S>C(Cl)CCl>[NH:15]1[C:16]2[C:12](=[CH:11][CH:10]=[C:9]([NH:8][C:6]([C:5]3[C:4]([Cl:21])=[CH:3][C:2]4[NH:1][CH:23]=[N:20][C:19]=4[CH:18]=3)=[O:7])[CH:17]=2)[CH:13]=[N:14]1

Participants

4

Reactant 2

HCID 11869712HCID 11869712, compoundHCID 68445902HCID 68445902, compound

Product 1

HCID 86615221HCID 86615221, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

4,5-Diamino-2-chloro-N-(1H-indazol-6-yl)benzamide (0.3 mmol; see Example 171) was reacted with (1S,2S,4R)-2-Isothiocyanato-bicyclo[2.2.1]heptane (0.3 mmol) followed by cyclization in situ using EDC as described in general procedure B to provide 2-((1S,2S,4R))-bicyclo[2.2.1]hept-2-ylamino)-6-chloro-1H-benzoimidazole-5-carboxylic acid (1H-indazol-6-yl)amide. MS: m/z 421 (M+H)+.

Sources & evidence

ORD record
ord-3a447a0a605a4964bc20e6810c52f61b
Source dataset
uspto-grants-2010_10
Patent number
US07820821B2

Reaction notes

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