Hydrochloric Acid → HCID 69037636, compound

HRID 1984317Notes

Reaction equation

HRID 1984317 reaction equation
Cl.[CH:2]1([NH:5][C:6]2[C:11]([CH3:12])=[C:10]([N:13]3[CH2:22][CH2:21][C:16]4(OCC[O:17]4)[CH2:15][CH2:14]3)[N:9]=[C:8]([CH:23]3[CH2:25][CH2:24]3)[N:7]=2)[CH2:4][CH2:3]1>O1CCCC1.ClCCl>[OH2:17].[CH:23]1([C:8]2[N:9]=[C:10]([N:13]3[CH2:22][CH2:21][C:16](=[O:17])[CH2:15][CH2:14]3)[C:11]([CH3:12])=[C:6]([NH:5][CH:2]3[CH2:3][CH2:4]3)[N:7]=2)[CH2:25][CH2:24]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 57713873HCID 57713873, compound

Product 1

HCID 69037636HCID 69037636, compoundYield 122.2%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 1 N HCl (15 ml) is added to a solution of N,2-dicyclopropyl-6-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)-5-methyl-4-pyrimidinamine 149 (285 mg, 0.86 mmol) in tetrahydrofuran (15 ml). The mixture is stirred at room temperature for 18 h, then diluted with dichloromethane and washed three times with sodium bicarbonate. The combined organic layers are dried over magnesium sulfate and concentrated in vacuo to afford a white paste. The compound is dried under vacuum to give pure 1-[2-cyclopropyl-6-(cyclopropylamino)-5-methyl-4-pyrimidinyl]-4-piperidinone hydrate 107 (160 mg, 61%) as a white paste.

Workup

  1. washwashed three times with sodium bicarbonate
  2. dry with materialThe combined organic layers are dried over magnesium sulfate
  3. concentrationconcentrated in vacuo
  4. customto afford a white paste
  5. customThe compound is dried under vacuum

Sources & evidence

ORD record
ord-cadca345a09d4474ae3be33925bd2620
Source dataset
uspto-grants-2009_06
Patent number
US07544675B2

Reaction notes

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