Hydrochloric Acid → HCID 178432252, compound

HRID 74436Notes

Reaction equation

HRID 74436 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[CH:16]=[CH:15][C:10]3[NH:11][C:12]([CH3:14])=[N:13][C:9]=3[CH:8]=2)[N:5]=[CH:4][C:3]=1[C:17]([C:19]1[NH:20][C:21]2[C:26]([CH:27]=1)=[CH:25][CH:24]=[CH:23][CH:22]=2)=[O:18].[ClH:28].CC(O)C>CN(C)C=O>[ClH:28].[NH2:1][C:2]1[N:6]([C:7]2[CH:16]=[CH:15][C:10]3[NH:11][C:12]([CH3:14])=[N:13][C:9]=3[CH:8]=2)[N:5]=[CH:4][C:3]=1[C:17]([C:19]1[NH:20][C:21]2[C:26]([CH:27]=1)=[CH:25][CH:24]=[CH:23][CH:22]=2)=[O:18]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3776IsopropanolHCID 178432251HCID 178432251, compound

Product 1

HCID 178432252HCID 178432252, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

[5-Amino-1-(2-methyl-1H-benzimidazol-5-yl)-1H-pyrazol-4-yl]-(1H-indol-2-yl)-methanone (194 mg) was dissolved in dimethylformamide (1.94 ml). An aqueous solution of 2 M hydrochloric acid (300 μl) was divided into five portions and separately added dropwise thereto at 25° C. 2-Propanol (4 ml) was divided into three portions and separately added to the reaction solution at five-minute intervals. The resulting precipitate was collected by filtration, and washed with 2-propanol (1 ml). Then, the powder was dried under reduced pressure at 40° C. This yielded an opalescent powder (188 mg, 88%).

Workup

  1. additionseparately added dropwise
  2. customat 25° C
  3. additionseparately added to the reaction solution at five-minute intervals
  4. filtrationThe resulting precipitate was collected by filtration
  5. washwashed with 2-propanol (1 ml)
  6. customThen, the powder was dried under reduced pressure at 40° C

Sources & evidence

ORD record
ord-2383d01c4a314aa78530628e258386a2
Source dataset
uspto-grants-2014_09
Patent number
US08829199B2

Reaction notes

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