Hydrochloric Acid → HCID 67494456, compound

HRID 2047077Notes

Reaction equation

HRID 2047077 reaction equation
C([O:4][C:5](=[C:11]1[CH2:16][CH2:15][CH:14]([C:17]2[C:22]([Br:23])=[C:21]([N:24]([CH2:33][O:34][CH2:35][CH2:36][Si:37]([CH3:40])([CH3:39])[CH3:38])[CH2:25][O:26][CH2:27][CH2:28][Si:29]([CH3:32])([CH3:31])[CH3:30])[N:20]3[N:41]=[CH:42][C:43]([C:44]4[CH:45]=[N:46][C:47]([C:50]5[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=5)=[CH:48][CH:49]=4)=[C:19]3[N:18]=2)[CH2:13][CH2:12]1)[C:6]([O:8]CC)=[O:7])(=O)C.C1COCC1.[Li+].[OH-].Cl>O>[CH3:30][Si:29]([CH3:32])([CH3:31])[CH2:28][CH2:27][O:26][CH2:25][N:24]([CH2:33][O:34][CH2:35][CH2:36][Si:37]([CH3:40])([CH3:39])[CH3:38])[C:21]1[N:20]2[N:41]=[CH:42][C:43]([C:44]3[CH:45]=[N:46][C:47]([C:50]4[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=4)=[CH:48][CH:49]=3)=[C:19]2[N:18]=[C:17]([CH:14]2[CH2:13][CH2:12][CH:11]([C:5](=[O:4])[C:6]([OH:8])=[O:7])[CH2:16][CH2:15]2)[C:22]=1[Br:23]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 66738870HCID 66738870, compound

Product 1

HCID 67494456HCID 67494456, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a 50 mL roundbottom flask was charged ethyl 2-acetoxy-2-(4-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-bromo-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)cyclohexylidene)acetate (0.47 mmol, 400 mg), a solution of 2:1 THF:H2O (15 mL), and 1N LiOH(aq) (1.18 mmol, 1.18 mL). The resulting solution was stirred at room temperature for 18 hours. After 18 hours, the reaction was quenched with 1N HCl(aq) (1.18 mmol, 1.18 mL) and the solvent removed in vacuo. The resulting residue was taken on without further purification.

Workup

  1. waitAfter 18 hours
  2. customthe solvent removed in vacuo
  3. customThe resulting residue was taken on without further purification

Sources & evidence

ORD record
ord-c4d89c002b334044b36d2d00fae2d74d
Source dataset
uspto-grants-2013_11
Patent number
US08591943B2

Reaction notes

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