Lithium Hydroxide → HCID 56967884, compound

HRID 1428256Notes

Reaction equation

HRID 1428256 reaction equation
[OH-].[Li+].[N:3]1[C:8]2[NH:9][CH:10]=[CH:11][C:7]=2[C:6]([N:12]2[C@H:20]3[C@H:15]([N:16]([CH2:21][CH2:22][CH2:23][C:24]4[CH:33]=[CH:32][C:27]([C:28]([O:30]C)=[O:29])=[CH:26][CH:25]=4)[CH2:17][CH2:18][CH2:19]3)[CH2:14][CH2:13]2)=[N:5][CH:4]=1>CO>[N:3]1[C:8]2[NH:9][CH:10]=[CH:11][C:7]=2[C:6]([N:12]2[C@H:20]3[C@H:15]([N:16]([CH2:21][CH2:22][CH2:23][C:24]4[CH:25]=[CH:26][C:27]([C:28]([OH:30])=[O:29])=[CH:32][CH:33]=4)[CH2:17][CH2:18][CH2:19]3)[CH2:14][CH2:13]2)=[N:5][CH:4]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 56967883HCID 56967883, compound

Product 1

HCID 56967884HCID 56967884, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

An aqueous 0.5 M solution of lithium hydroxide (625 μL, 0.081 mmol) was added to a stirred room temperature solution of the product of Example 13 (11 mg, 0.026 mmol) in methanol (100 μL). The mixture was stirred for 16 hours at room temperature and was then concentrated in vacuo to a crude solid/liquid mixture. The residue was purified by mass triggered reverse phase HPLC. The product containing fractions were lyophilized to give the title compound (TFA salt) as a white solid. LRMS calc'd for C23H28N5O2 [M+H]+, 407; found 406. Jak1 activity: +.

Workup

  1. concentrationwas then concentrated in vacuo to a crude solid/liquid mixture
  2. customThe residue was purified by mass triggered reverse phase HPLC
  3. additionThe product containing fractions

Sources & evidence

ORD record
ord-b5f96cb194dd4b46b261a4aad9840b37
Source dataset
uspto-grants-2015_01
Patent number
US08937077B2

Reaction notes

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