Hydrochloric Acid → HCID 58073732, compound

HRID 1916191Notes

Reaction equation

HRID 1916191 reaction equation
C(OC(=O)[NH:7][CH2:8][CH:9]1[CH2:14][CH2:13][N:12]([C:15]2[C:20]([C:21]#[C:22][C:23]3[CH:24]=[N:25][C:26]([NH2:29])=[CH:27][CH:28]=3)=[C:19]([CH3:30])[N:18]=[CH:17][N:16]=2)[CH2:11][CH2:10]1)(C)(C)C.Cl>C(Cl)Cl.CO.O1CCOCC1>[NH2:7][CH2:8][CH:9]1[CH2:14][CH2:13][N:12]([C:15]2[C:20]([C:21]#[C:22][C:23]3[CH:28]=[CH:27][C:26]([NH2:29])=[N:25][CH:24]=3)=[C:19]([CH3:30])[N:18]=[CH:17][N:16]=2)[CH2:11][CH2:10]1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 66705963HCID 66705963, compound

Product 1

HCID 58073732HCID 58073732, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 3.10 g (7.34 mmol) {1-[5-(6-amino-pyridin-3-ylethynyl)-6-methyl-pyrimidin-4-yl]-piperidin-4-ylmethyl}-carbamic acid tert-butyl ester in 20 mL DCM and 20 mL MeOH at RT is added 2.75 mL (11.0 mmol) 4 M HCl in dioxane. The reaction is to stirred over night at 50° C. The solvent is removed under reduced pressure and the residue is taken up in a small amount of MeOH. The precipitated product is filtered off and washed with few MeOH. After drying 3.06 g (95%) of the desired product is obtained.

Workup

  1. customThe solvent is removed under reduced pressure
  2. filtrationThe precipitated product is filtered off
  3. washwashed with few MeOH
  4. dry with materialAfter drying 3.06 g (95%) of the desired product
  5. customis obtained

Sources & evidence

ORD record
ord-c712cdd860d0427fbe614a735662def2
Source dataset
uspto-grants-2013_12
Patent number
US08618111B2

Reaction notes

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