Hydrochloric Acid → HCID 178478779, compound

HRID 1815439Notes

Reaction equation

HRID 1815439 reaction equation
C(OC([NH:8][C:9]([N:19](C(OC(C)(C)C)=O)[CH2:20][C:21]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=1)=[N:10][CH2:11][CH2:12][CH2:13][N:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1)=O)(C)(C)C.[ClH:35]>O1CCOCC1>[ClH:27].[ClH:35].[Cl:27][C:24]1[CH:23]=[CH:22][C:21]([CH2:20][NH:19][C:9]([NH:10][CH2:11][CH2:12][CH2:13][N:14]2[CH2:15][CH2:16][CH2:17][CH2:18]2)=[NH:8])=[CH:26][CH:25]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22500478HCID 22500478, compound

Product 1

HCID 178478779HCID 178478779, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A solution of the product of step b (1.14 g, 2.00 mmol) in 1,4-dioxan (5 ml) was treated with hydrogen chloride in 1,4-dioxan (15 ml) and the reaction mixture stirred at ambient temperature for 16 h. The solvent was evaporated at reduced pressure. The residue was evaporated from DCM (30 ml) to give the title compound (700 mg, 95%). 1H NMR (DMSO-d6) 10.97 (1H, br s), 8.29 (1H, br s), 8.07 (1H, t, 6), 7.69 (2H, br s), 7.40 (2H, d, 8.4), 7.30 (2H, d, 8.4), 4.37 (2H, s), 3.48-3.45 (2H, m), 3.24-3.20 (2H, m), 3.08-3.03 (2H, m), 2.94-2.91 (2H, m), 2.00-1.84 (6H, m). Microanalysis found C 48.91 H 6.95 N 14.99. C15H25Cl3N4 requires C 48.99 H 6.85 N 15.24.

Workup

  1. customThe solvent was evaporated at reduced pressure
  2. customThe residue was evaporated from DCM (30 ml)

Sources & evidence

ORD record
ord-917687c49bef4d7384acecb70b307004
Source dataset
uspto-grants-2005_04
Patent number
US06878736B1

Reaction notes

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