Hydrochloric Acid → HCID 68406532, compound

HRID 888016Notes

Reaction equation

HRID 888016 reaction equation
C(OC([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[NH:15][C:16]([C:18]1[CH:23]=[CH:22][C:21]([C:24]2[CH2:25][CH2:26][N:27](C(OC(C)(C)C)=O)[CH2:28][CH:29]=2)=[CH:20][CH:19]=1)=[O:17])=O)(C)(C)C.[ClH:37]>O1CCOCC1>[ClH:37].[ClH:37].[NH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[NH:15][C:16](=[O:17])[C:18]1[CH:23]=[CH:22][C:21]([C:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH:25]=2)=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68407877HCID 68407877, compound

Product 1

HCID 68406532HCID 68406532, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

t-Butyl 4-{4-[({2-[(t-butoxycarbonyl)amino]phenyl}amino)carbonyl]phenyl}-3,6-dihydropyridine-1(2H)-carboxylate (Method 71, 62 mg, 0.13 mmol) was stirred and dissolved in 1,4-dioxane (0.4 ml) and a 4M solution of hydrogen chloride in 1,4-dioxane (0.4 ml) added. The reaction mixture was stirred at ambient temperature for 24 hours. The resultant precipitate was collected by filtration, washed with diethyl ether and dried in vacuo at 60° C. to yield the title compound as an off white solid (34 mg, 89%); NMR Spectrum: (DMSO-d6) 2.70 (m, 2H), 3.30 (m, 2H), 3.76 (m, 2H), 6.33 (m, 1H), 7.23 (m, 2H), 7.33 (m, 1H), 7.49 (m, 1H), 7.61 (d, 2H), 8.10 (d, 2H), 9.27 (s, 1H); Mass Spectrum: M+H+ 294.

Workup

  1. filtrationThe resultant precipitate was collected by filtration
  2. washwashed with diethyl ether
  3. customdried in vacuo at 60° C.

Sources & evidence

ORD record
ord-2ee00e53af4942eea76a9018b562c19a
Source dataset
uspto-grants-2012_08
Patent number
US08247562B2

Reaction notes

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