Hydrochloric Acid → Hydrochloric Acid

HRID 1036599Notes

Reaction equation

HRID 1036599 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11]2[N:14]([CH3:33])[C:15]([C:17]3[C:22]([C:23]#[C:24][C:25]4[CH:30]=[CH:29][CH:28]=[C:27]([OH:31])[CH:26]=4)=[CH:21][N:20]=[C:19]([NH2:32])[N:18]=3)=[CH:16][C:10]=2[C:9]1=[O:34])=O)(C)(C)C.[ClH:35]>O1CCOCC1>[ClH:35].[NH2:32][C:19]1[N:18]=[C:17]([C:15]2[N:14]([CH3:33])[C:11]3[CH2:12][CH2:13][NH:8][C:9](=[O:34])[C:10]=3[CH:16]=2)[C:22]([C:23]#[C:24][C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([OH:31])[CH:26]=2)=[CH:21][N:20]=1.[ClH:35]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67285360HCID 67285360, compound

Product 2

HCID 313Hydrochloric AcidHCID 67285124HCID 67285124, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

2-[2-Amino-5-(3-hydroxy-phenylethynyl)-pyrimidin-4-yl]-1-methyl-4-oxo-1,4,6,7-tetrahydro-pyrrolo[3,2-c]pyridine-5-carboxylic acid tert-butyl ester (22 mg, 0.048 mmol) was suspended in dry dioxane (1 mL) under nitrogen atmosphere and 4 N HCl solution in dioxane (0.120 mL, 0.48 mmol, 10 eq) was added. After stirring for 45 minutes at room temperature the suspension was evaporated to dryness, taken up with methanol and evaporated to dryness (3×2 mL). The residue was diluted with ethyl ether and evaporated to dryness (3×2 mL). The desired product was obtained as hydrochloride (21 mg, yellow solid).

Workup

  1. customwas evaporated to dryness
  2. customevaporated to dryness (3×2 mL)
  3. additionThe residue was diluted with ethyl ether
  4. customevaporated to dryness (3×2 mL)

Sources & evidence

ORD record
ord-53423f7ca9e641c085cde3ddd62bb2fa
Source dataset
uspto-grants-2013_10
Patent number
US08546413B2

Reaction notes

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