Hydrochloric Acid → HCID 86699013, compound

HRID 1520075Notes

Reaction equation

HRID 1520075 reaction equation
[ClH:1].[NH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:11]2[N:12]=[N:13][N:14]([C:16]3[CH:21]=[CH:20][C:19]([C:22]4[CH2:23][CH2:24][N:25]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:26][CH:27]=4)=[CH:18][CH:17]=3)[CH:15]=2)=[N:3]1>O1CCOCC1>[ClH:1].[NH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:11]2[N:12]=[N:13][N:14]([C:16]3[CH:17]=[CH:18][C:19]([C:22]4[CH2:23][CH2:24][N:25]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:26][CH:27]=4)=[CH:20][CH:21]=3)[CH:15]=2)=[N:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67981119HCID 67981119, compound

Product 1

HCID 86699013HCID 86699013, compoundYield 87.7%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

Hydrogen chloride (6.0 mL of a 4N solution in dioxane) was added to a suspension of tert-butyl 4-{4-[4-(1H-indazol-3-yl)-1H-1,2,3-triazol-1-yl]phenyl}-3,6-dihydropyridine-1(2H)-carboxylate (505 mg; 1.14 mmol; 1.0 eq.) in Dioxane (6.0 mL). The resulting light brown suspension was stirred at 350 for 3 h. It was then concentrated to dryness and the resulting beige solid was suspended in dioxane, filtered, rinsed several times with Et2O and dried under vacuum at 400 to give the title compound as a beige solid (379 mg; 87.7%). 1H NMR (300 MHz, DMSO-d6) δ 13.43 (brs, 1H), 9.52-9.14 (m, 3H), 8.36 (d, J=8.1, 1H), 8.10 (d, J=8.0, 2H), 7.75 (d, J=8.1, 2H), 7.62 (d, J=8.5, 1H), 7.44 (t, J=7.6, 1H), 7.26 (t, J=7.2, 1H), 6.37 (s, 1H), 3.96-3.67 (m, 2H), 3.45-3.18 (m, 2H), 2.93-2.57 (m, 2H).

Workup

  1. concentrationIt was then concentrated to dryness
  2. filtrationfiltered
  3. washrinsed several times with Et2O
  4. customdried under vacuum at 400

Sources & evidence

ORD record
ord-68f9885a042944d68fb8bb3ac9711e8a
Source dataset
uspto-grants-2015_07
Patent number
US09073892B2

Reaction notes

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