Hydrochloric Acid → HCID 44818808, compound

HRID 749938Notes

Reaction equation

HRID 749938 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][CH2:10][C@@H:9]1[CH2:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([O:21][C:22]2[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=2)=[CH:17][CH:16]=1)=O)(C)(C)C.Cl>O1CCOCC1>[ClH:28].[Cl:28][C:25]1[CH:26]=[CH:27][C:22]([O:21][C:18]2[CH:19]=[CH:20][C:15]([O:14][CH2:13][C@H:9]3[CH2:10][CH2:11][CH2:12][NH:8]3)=[CH:16][CH:17]=2)=[CH:23][CH:24]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 44819168HCID 44819168, compound

Product 1

HCID 44818808HCID 44818808, compoundYield 125.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To the product from step 3 (0.36 g, 0.89 mmol) was added 4 M HCl in dioxane (5 mL). The resulting mixture was stirred at ambient temperature for 2 h. The solvent was removed in vacuo. The crude product was triturated with ether and dried under reduced pressure to afford the title compound (0.19 g, 70%) as a light yellow solid; 1H NMR (400 MHz, DMSO-d6) 1.75 (m, 1H), 1.87-2.01 (m, 2H), 2.12 (m, 1H), 3.21 (m, 2H), 3.89 (m, 1H), 4.17 (m, 1H), 4.24 (dd, J1=4.0 Hz, J2=10.8 Hz, 1H), 6.94 (d, J=9.2 Hz, 2H), 7.05 (s, 4H), 7.40 (d, J=8.8 Hz, 2H); MS (m/z) 304.2 (M+1); LC (97.1%);

Workup

  1. customThe solvent was removed in vacuo
  2. customThe crude product was triturated with ether
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-dad2f3fd7dc84b1cb55740315ad04a12
Source dataset
uspto-grants-2008_07
Patent number
US07402684B2

Reaction notes

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