Hydrochloric Acid → HCID 11669130, compound

HRID 1091851Notes

Reaction equation

HRID 1091851 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:33])[C:7]=1[NH:8][C:9]([C:11]1[CH:12]=[CH:13][C:14]([O:31][CH3:32])=[C:15]2[O:30][C:18]3[CH2:19][N:20](C(OC(C)(C)C)=O)[CH2:21][CH2:22][C:17]=3[C:16]=12)=[O:10].Cl>C(OCC)(=O)C>[ClH:1].[Cl:33][C:6]1[CH:5]=[N:4][CH:3]=[C:2]([Cl:1])[C:7]=1[NH:8][C:9]([C:11]1[CH:12]=[CH:13][C:14]([O:31][CH3:32])=[C:15]2[O:30][C:18]3[CH2:19][NH:20][CH2:21][CH2:22][C:17]=3[C:16]=12)=[O:10]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66592582HCID 66592582, compound

Product 1

HCID 11669130HCID 11669130, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

N-(3,5-dichloropyridin-4-yl)-2-(tert-butoxycarbonyl)-8-methoxy-1,2,3,4-tetrahydro[1]benzofuro[2,3-c]pyridine-5-carboxamide (from step 3) (645 mg, 0.0013 mol) was taken in dry ethyl acetate and ethyl acetate saturated with HCl was added to it at 0° C. it was then stirred for an hour. Ethyl acetate was removed under diminished pressure and dry solvent ether was added to it. Solid N-(3,5-dichloropyridin-4-yl)-8-methoxy-1,2,3,4-tetrahydro[1]benzofuro[2,3-c]pyridine-5-carboxamide hydrochloride (XIII) was filtered, washed with dry solvent ether and dried.

Workup

  1. customEthyl acetate was removed under diminished pressure and dry solvent ether
  2. additionwas added to it
  3. filtrationSolid N-(3,5-dichloropyridin-4-yl)-8-methoxy-1,2,3,4-tetrahydro[1]benzofuro[2,3-c]pyridine-5-carboxamide hydrochloride (XIII) was filtered
  4. washwashed with dry solvent ether
  5. customdried

Sources & evidence

ORD record
ord-fb13e15cf192488296b8998974997a00
Source dataset
uspto-grants-2012_03
Patent number
US08129401B2

Reaction notes

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