Hydrochloric Acid → HCID 178484212, compound

HRID 2279147Notes

Reaction equation

HRID 2279147 reaction equation
C(O[C:6](=O)[N:7]([CH2:9][CH2:10][N:11]1[CH2:16][C:15]([CH3:18])([CH3:17])[N:14]([CH2:19][C:20]2[CH:25]=[C:24]([C:26]3[CH:31]=[CH:30][C:29]([O:32]COC)=[CH:28][CH:27]=3)[N:23]=[C:22]3[N:36](C4CCCCO4)[N:37]=[C:38]([CH3:39])[C:21]=23)[CH2:13][C:12]1([CH3:47])[CH3:46])C)(C)(C)C.Cl>O1CCOCC1>[CH3:39][C:38]1[C:21]2[C:22](=[N:23][C:24]([C:26]3[CH:31]=[CH:30][C:29]([OH:32])=[CH:28][CH:27]=3)=[CH:25][C:20]=2[CH2:19][N:14]2[CH2:13][C:12]([CH3:46])([CH3:47])[N:11]([CH2:10][CH2:9][NH:7][CH3:6])[CH2:16][C:15]2([CH3:18])[CH3:17])[NH:36][N:37]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 90013583HCID 90013583, compound

Product 1

HCID 178484212HCID 178484212, compoundYield 5.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

1320 mg of the crude (2-{4-[6-(4-Methoxymethoxy-phenyl)-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridin-4-ylmethyl]-2,2,5,5-tetramethyl-piperazin-1-yl}-ethyl)-methyl-carbamic acid tert-butyl ester were dissolved in 6 ml of 1,4-dioxane and treated with 4 ml of hydrochloric acid (4M in dry dioxane). After standing at rt for 1.5 h the volatiles were removed in vacuo. The residue was purified by preparative HPLC (C18 column, acetonitrile/water gradient) and 45 mg (5%) of the title compound were obtained.

Workup

  1. customthe volatiles were removed in vacuo
  2. customThe residue was purified by preparative HPLC (C18 column, acetonitrile/water gradient)

Sources & evidence

ORD record
ord-56cd254cec764f38bd8b8a163f730d8f
Source dataset
uspto-grants-2015_09
Patent number
US09133181B2

Reaction notes

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