Hydrochloric Acid → HCID 178478785, compound

HRID 1059954Notes

Reaction equation

HRID 1059954 reaction equation
C(OC([NH:8][C:9]([NH:32]C(OC(C)(C)C)=O)=[N:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([C:17]2[C:22]([CH2:23][O:24][Si](C(C)(C)C)(C)C)=[CH:21][CH:20]=[CH:19][N:18]=2)[CH:12]=1)=O)(C)(C)C.[ClH:40]>ClCCl.O1CCOCC1>[ClH:40].[ClH:40].[OH:24][CH2:23][C:22]1[C:17]([C:13]2[CH:12]=[C:11]([NH:10][C:9]([NH2:32])=[NH:8])[CH:16]=[CH:15][CH:14]=2)=[N:18][CH:19]=[CH:20][CH:21]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 135710956HCID 135710956, compound

Product 1

HCID 178478785HCID 178478785, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of N,N′-bis(tert-butoxycarbonyl)-N″-(3-(3-tert-butyldimethylsilyloxymethylpyridin-2-yl)phenyl)guanidine (300 mg) in dichloromethane (3 ml) was added a solution of hydrogen chloride in 1,4-dioxane (4N, 6 ml), and the mixture was stirred at room temperature for 24 hours. The solvent was evaporated under reduced pressure. To the residue was added 5% ethanol in ethyl acetate (100 ml), and the precipitate was collected by filtration and dried under reduced pressure to give 3-(3-hydroxymethylpyridin-2-yl)-phenylguanidine dihydrochloride (1I40 mg).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. additionTo the residue was added 5% ethanol in ethyl acetate (100 ml)
  3. filtrationthe precipitate was collected by filtration
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-06ce28b3faf040959353c1f2c0ccb582
Source dataset
uspto-grants-2003_02
Patent number
US06521643B1

Reaction notes

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