Hydrochloric Acid → HCID 178428191, compound

HRID 2175057Notes

Reaction equation

HRID 2175057 reaction equation
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][C@H:8]2[N:11]2[C:15]3=[N:16][C:17]([NH:20][C:21]4[NH:25][N:24]=[C:23]([CH3:26])[CH:22]=4)=[CH:18][CH:19]=[C:14]3[N:13]=[CH:12]2)=[CH:4][CH:3]=1.[ClH:27].O1CCOCC1>ClCCl>[ClH:27].[ClH:27].[F:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][C@H:8]2[N:11]2[C:15]3=[N:16][C:17]([NH:20][C:21]4[NH:25][N:24]=[C:23]([CH3:26])[CH:22]=4)=[CH:18][CH:19]=[C:14]3[N:13]=[CH:12]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 178428190HCID 178428190, compound

Product 1

HCID 178428191HCID 178428191, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Dissolve 3-[(1R)-6-fluoro-2,3-dihydro-1H-inden-1-yl]-N-(3-methyl-1H-pyrazol-5-yl)-3H-imidazo[4,5-b]pyridin-5-amine (0.070 g, 0.201 mmol) in dichloromethane (5 mL). Add hydrogen chloride, 4 M in 1,4-dioxane (0.100 mL, 0.400 mmol). Stir the solution for 14 hours, and then concentrate to dryness in vacuo. Dissolve in methanol and concentrate to dryness in vacuo three times to give the title compound (0.067 g, 79%). MS (ES) m/z=349 [M+1].

Workup

  1. concentrationconcentrate to dryness in vacuo
  2. dissolutionDissolve in methanol
  3. concentrationconcentrate to dryness in vacuo three times

Sources & evidence

ORD record
ord-f2960029a06540c7ae02d33f1d19d422
Source dataset
uspto-grants-2015_06
Patent number
US09062050B2

Reaction notes

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