HCID 71280151, compound → HCID 71280551, compound

HRID 246581Notes

Reaction equation

HRID 246581 reaction equation
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:12]3[N:17]=[C:16]4[C:18]([C:21]([NH:23][C:24]([CH3:43])([CH2:34][O:35][Si](C)(C)C(C)(C)C)[CH2:25][O:26][Si](C)(C)C(C)(C)C)=[O:22])=[CH:19][NH:20][C:15]4=[N:14][CH:13]=3)=[N:7][N:8]2[CH3:11])=[CH:4][CH:3]=1>Cl.O1CCOCC1>[OH:26][CH2:25][C:24]([NH:23][C:21]([C:18]1[C:16]2=[N:17][C:12]([C:6]3[C:5]4[C:9](=[CH:10][C:2]([F:1])=[CH:3][CH:4]=4)[N:8]([CH3:11])[N:7]=3)=[CH:13][N:14]=[C:15]2[NH:20][CH:19]=1)=[O:22])([CH3:43])[CH2:34][OH:35]

Participants

4

Reactant 1

HCID 71280151HCID 71280151, compound

Product 1

HCID 71280551HCID 71280551, compoundYield 68%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

2-(6-Fluoro-1-methyl-1H-indazol-3-yl)-N-(2,2,3,3,6,9,9,10,10-nonamethyl-4,8-dioxa-3,9-disilaundecan-6-yl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxamide (65 mg, 0.104 mmol) was dissolved in a saturated solution of HCl (g) in dioxane (10 mL). The mixture was stirred at room temperature for 16 hours. The solvent was removed under reduced pressure. The residue was triturated with MeOH then decanted and dried to give N-(1,3-dihydroxy-2-methylpropan-2-yl)-2-(6-fluoro-1-methyl-1H-indazol-3-yl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxamide (28 mg, 68%).

Workup

  1. customThe solvent was removed under reduced pressure
  2. customThe residue was triturated with MeOH
  3. customthen decanted
  4. customdried

Sources & evidence

ORD record
ord-0604776510884edcbab5763c3bea265f
Source dataset
uspto-grants-2014_02
Patent number
US08658646B2

Reaction notes

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