Hydrochloric Acid → HCID 87193886, compound

HRID 216296Notes

Reaction equation

HRID 216296 reaction equation
[CH2:1]([C@H:8]([NH:29][C:30](=[O:70])[C@@H:31]([N:36]1[CH2:40][CH2:39][N:38]([CH2:41][C:42]2[CH:47]=[CH:46][CH:45]=[C:44]([CH2:48][O:49]C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[N:43]=2)[C:37]1=[O:69])[C@@H:32]([CH3:35])[CH2:33][CH3:34])[C@H:9]([OH:28])[CH2:10][N:11]([S:16]([C:19]1[CH:24]=[CH:23][C:22](/[CH:25]=[N:26]/[OH:27])=[CH:21][CH:20]=1)(=[O:18])=[O:17])[CH2:12][CH:13]([CH3:15])[CH3:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ClCCl.Cl>CO>[CH2:1]([C@H:8]([NH:29][C:30](=[O:70])[C@@H:31]([N:36]1[CH2:40][CH2:39][N:38]([CH2:41][C:42]2[CH:47]=[CH:46][CH:45]=[C:44]([CH2:48][OH:49])[N:43]=2)[C:37]1=[O:69])[C@@H:32]([CH3:35])[CH2:33][CH3:34])[C@H:9]([OH:28])[CH2:10][N:11]([S:16]([C:19]1[CH:20]=[CH:21][C:22](/[CH:25]=[N:26]/[OH:27])=[CH:23][CH:24]=1)(=[O:18])=[O:17])[CH2:12][CH:13]([CH3:14])[CH3:15])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 87192935HCID 87192935, compound

Product 1

HCID 87193886HCID 87193886, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

A solution of the product of Example 286D (0.166 g) in methanol:dichloromethane (2 mL, 3:2) at 0° C. was treated with concentrated HCl (1 mL). The mixture was stirred at 25° C. for 30 min and partitioned into sat NaHCO3 and dichloromethane. The organic layer was separated and dried over NaSO4, filtered, and the solvents were evaporated. The residue was purified using 4% methanol/chloroform to give 69 mg (56%) of the title compound.

Workup

  1. custompartitioned
  2. customThe organic layer was separated
  3. dry with materialdried over NaSO4
  4. filtrationfiltered
  5. customthe solvents were evaporated
  6. customThe residue was purified

Sources & evidence

ORD record
ord-a792129206034239b25dd3f6d6b9e0e2
Source dataset
uspto-grants-2012_06
Patent number
US08193227B2

Reaction notes

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