Hydrogen chloride-ethyl acetate → HCID 23121951, compound

HRID 1713550Notes

Reaction equation

HRID 1713550 reaction equation
[O:1]=[C:2]1[N:6]2[CH2:7][CH2:8][N:9]([C:11]([NH:13][C:14]3[C:22]4[N:21]=[CH:20][N:19](C(OC(C)(C)C)=O)[C:18]=4[CH:17]=[CH:16][CH:15]=3)=[O:12])[CH2:10][CH:5]2[C:4]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[O:3]1.[ClH:42].C(OCC)(=O)C>C(OCC)(=O)C>[ClH:42].[NH:19]1[C:18]2[CH:17]=[CH:16][CH:15]=[C:14]([NH:13][C:11]([N:9]3[CH2:8][CH2:7][N:6]4[C:2](=[O:1])[O:3][C:4]([C:36]5[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=5)([C:30]5[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=5)[CH:5]4[CH2:10]3)=[O:12])[C:22]=2[N:21]=[CH:20]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 23121832HCID 23121832, compound

Product 1

HCID 23121951HCID 23121951, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

1,1-Dimethylethyl 4-[[(tetrahydro-3-oxo-1,1-diphenyl-3H-oxazolo[3,4-a]pyrazin-7(1H)-yl)carbonyl]amino]-1H-benzimidazole-1-carboxylate (74 mg, 0.13 mmol) was suspended in ethyl acetate (5 mL). A 4 M hydrogen chloride/ethyl acetate solution (6 mL) was added thereto, and the mixture was stirred at room temperature overnight. The reaction solution was concentrated, and then ethyl acetate was added to the residue. The obtained crystals were collected by filtration and washed with ethyl acetate to obtain the title compound (51 mg, yield 79%).

Workup

  1. concentrationThe reaction solution was concentrated
  2. additionethyl acetate was added to the residue
  3. filtrationThe obtained crystals were collected by filtration
  4. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-033a61cd6c8e4aad80040261df08d9fc
Source dataset
uspto-grants-2010_09
Patent number
US07795267B2

Reaction notes

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