Hydrochloric Acid → HCID 59496679, compound

HRID 449368Notes

Reaction equation

HRID 449368 reaction equation
O.[OH-].[Li+].[NH2:4][C:5]1[N:10]=[C:9]([C:11]2[CH:20]=[C:19]3[C:14]([CH2:15][CH2:16][N:17]([C:21]([NH:23][C@@H:24]([CH2:29][C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)[C:25]([O:27]C)=[O:26])=[O:22])[CH2:18]3)=[CH:13][CH:12]=2)[CH:8]=[C:7]([N:36]2[CH2:41][CH2:40][N:39]([CH3:42])[CH2:38][CH2:37]2)[N:6]=1.Cl.[Li+].[Cl-]>CO.O.O1CCOCC1>[NH2:4][C:5]1[N:10]=[C:9]([C:11]2[CH:20]=[C:19]3[C:14]([CH2:15][CH2:16][N:17]([C:21]([NH:23][C@@H:24]([CH2:29][C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)[C:25]([OH:27])=[O:26])=[O:22])[CH2:18]3)=[CH:13][CH:12]=2)[CH:8]=[C:7]([N:36]2[CH2:37][CH2:38][N:39]([CH3:42])[CH2:40][CH2:41]2)[N:6]=1

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 433294Lithium ChlorideHCID 86645777HCID 86645777, compound

Product 1

HCID 59496679HCID 59496679, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

Lithium hydroxide monohydrate (7.1 mg, 0.17 mmol) was added to a mixture of methyl (2S)-2-({[7-[2-amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-3,4-dihydroisoquinolin-2(1H)-yl]carbonyl}amino)-3-phenylpropanoate (30 mg, 0.057 mmol) in methanol (0.6 mL) and water (0.2 mL). The reaction mixture was stirred at r.t. overnight, and adjusted with 4N HCl in 1,4-dioxane to pH=5. The volatiles were removed under reduced pressure to afford the product which contaminated with LiCl and was directly used for next step reaction without further purification.

Workup

  1. customThe volatiles were removed under reduced pressure
  2. customto afford the product which
  3. customwas directly used for next step reaction without further purification

Sources & evidence

ORD record
ord-15d594a2b4904990acfa57080da7aa59
Source dataset
uspto-grants-2013_07
Patent number
US08481732B2

Reaction notes

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