Hydrochloric Acid → 2-Amino-N-furo[3,2-b]pyridin-7-yl-acetamide hydrochloride

HRID 333086Notes

Reaction equation

HRID 333086 reaction equation
O1[C:5]2=[N:6][CH:7]=[CH:8][C:9]([NH:10][C:11](=[O:21])[CH2:12][NH:13]C(=O)OC(C)(C)C)=[C:4]2C=C1.[ClH:22].[O:23]1CCO[CH2:25][CH2:24]1>C(O)C>[ClH:22].[NH2:13][CH2:12][C:11]([NH:10][C:9]1[CH:8]=[CH:7][N:6]=[C:5]2[CH:25]=[CH:24][O:23][C:4]=12)=[O:21]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 86691172Tert-Butyl 2-(furo[2,3-b]pyridin-4-ylamino)-2-oxoethylcarbamate

Product 1

HCID 668353512-Amino-N-furo[3,2-b]pyridin-7-yl-acetamide hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Tert-Butyl 2-(furo[2,3-b]pyridin-4-ylamino)-2-oxoethylcarbamate (350 mg, 1.2 mmol) was placed in ethanol (96%) (3.0 ml) and hydrogen chloride in dioxane (5.0 ml, 20.00 mmol) was added after which the resulting mixture was stirred at room temperature over night. The solids were filtered off, washed subsequently with EtOH and diethylether and dried in a stream of air. 230 mg of a white powder was obtained (1.01 mmol, 84%). MS (ESI) m/z=191.9 [M+1]+.

Workup

  1. filtrationThe solids were filtered off
  2. washwashed subsequently with EtOH and diethylether
  3. customdried in a stream of air

Sources & evidence

ORD record
ord-a0996096376f49e9a90f09b1c3a1c2d9
Source dataset
uspto-grants-2014_11
Patent number
US08877934B2

Reaction notes

Loading…