Ethanol hydrochloride → HCID 86603839, compound

HRID 2376196Notes

Reaction equation

HRID 2376196 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4](/[CH:23]=[CH:24]/[C:25]([NH:27][O:28]C2CCCCO2)=[O:26])[CH:5]=[N:6][C:7]=1[NH:8][C@@H:9]1[CH2:13][CH2:12][N:11]([C:14](=[O:22])[CH2:15][CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[CH2:10]1.Cl.C(O)C>CCOC(C)=O>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4](/[CH:23]=[CH:24]/[C:25]([NH:27][OH:28])=[O:26])[CH:5]=[N:6][C:7]=1[NH:8][C@@H:9]1[CH2:13][CH2:12][N:11]([C:14](=[O:22])[CH2:15][CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[CH2:10]1

Participants

4

Reactant 2

HCID 21887872Ethanol hydrochlorideHCID 86603841HCID 86603841, compound

Product 1

HCID 86603839HCID 86603839, compoundYield 126.1%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of (2E)-3-(5-chloro-6-{[(3R)-1-(cyclohexylacetyl)-3-pyrrolidinyl]amino}-3-pyridinyl)-N-(tetrahydro-2H-pyran-2-yloxy)acrylamide (680 mg) and 2N HCl/Ethanol (13.8 ml) was stirred for 2 hrs. EtOAc (10 ml) and IPE (50 ml) was added and stirred. After 1 hr, precipitate was filtered and dried to give 387 mg (0.63%) of (2E)-3-(5-chloro-6-{[(3R)-1-(cyclohexylacetyl)-3-pyrrolidinyl]amino}-3-pyridinyl)-N-hydroxyacrylamide hydrochloride.

Workup

  1. stirringstirred
  2. waitAfter 1 hr
  3. filtrationprecipitate was filtered
  4. customdried

Sources & evidence

ORD record
ord-ee52e85d4779453f890741a438cd3165
Source dataset
uspto-grants-2008_12
Patent number
US07465731B2

Reaction notes

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