Hydrochloric Acid → HCID 58513401, compound

HRID 1405028Notes

Reaction equation

HRID 1405028 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:11]=[C:10]([C:18]2[C:23]([C:24]#[C:25][C:26]3[CH:27]=[N:28][C:29]([NH2:32])=[CH:30][CH:31]=3)=[C:22]([CH3:33])[N:21]=[C:20]([NH2:34])[N:19]=2)[CH:9]=1)(C)(C)C.Cl>O1CCOCC1>[NH2:32][C:29]1[N:28]=[CH:27][C:26]([C:25]#[C:24][C:23]2[C:18]([C:10]3[CH:11]=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:13]=[C:8]([NH2:7])[CH:9]=3)=[N:19][C:20]([NH2:34])=[N:21][C:22]=2[CH3:33])=[CH:31][CH:30]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58513107HCID 58513107, compound

Product 1

HCID 58513401HCID 58513401, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The title compound is synthesized starting from 632 mg (1.3 mmol) {3-[2-amino-5-(6-amino-pyridin-3-ylethynyl)-6-methyl-pyrimidin-4-yl]-5-trifluoromethyl-phenyl}-carbamic acid tert-butyl ester (A-42) by treatment with a 4 M solution of HCl in dioxane. After completion of the reaction the solvent is removed in vacuo followed by extraction with DCM and a saturated aqueous solution of NaHCO3. Yield: 310 mg (62%).

Workup

  1. customAfter completion of the reaction the solvent
  2. customis removed in vacuo
  3. extractionfollowed by extraction with DCM

Sources & evidence

ORD record
ord-589fca46ebf5403cb1ca794f124f7ab9
Source dataset
uspto-grants-2014_12
Patent number
US08916548B2

Reaction notes

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