Ethanol hydrochloride → HCID 178483650, compound

HRID 226494Notes

Reaction equation

HRID 226494 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4](/[CH:26]=[CH:27]/[C:28]([NH:30][O:31]C2CCCCO2)=[O:29])[CH:5]=[N:6][C:7]=1[NH:8][C@@H:9]1[CH2:13][CH2:12][N:11]([C:14]([C@H:16]2[CH2:21][CH2:20][C@H:19]([CH2:22][N:23]([CH3:25])[CH3:24])[CH2:18][CH2:17]2)=[O:15])[CH2:10]1.[ClH:38].C(O)C>CCOC(C)=O>[ClH:1].[ClH:38].[Cl:1][C:2]1[CH:3]=[C:4](/[CH:26]=[CH:27]/[C:28]([NH:30][OH:31])=[O:29])[CH:5]=[N:6][C:7]=1[NH:8][C@@H:9]1[CH2:13][CH2:12][N:11]([C:14]([C@H:16]2[CH2:17][CH2:18][C@H:19]([CH2:22][N:23]([CH3:25])[CH3:24])[CH2:20][CH2:21]2)=[O:15])[CH2:10]1

Participants

4

Reactant 2

HCID 21887872Ethanol hydrochlorideHCID 178483649HCID 178483649, compound

Product 1

HCID 178483650HCID 178483650, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of (2E)-3-(5-chloro-6-{[(3R)-1-({trans-4-[(dimethylamino) methyl]cyclohexyl}-carbonyl)-3-pyrrolidinyl]amino}-3-pyridinyl)-N-(tetrahydro-2H-pyran-2-yloxy)acrylamide (530 mg) and 2N HCl/Ethanol (5 ml) was stirred for 3 hrs. EtOAc (10 ml) and IPE (50 ml) was added and stirred. After 1 hour, precipitate was filtered and dried to give 462 mg (89%) of (2E)-3-(5-chloro-6-{[(3R)-1-({trans-4-[(dimethylamino)methyl]cyclohexyl}carbonyl)-3-pyrrolidinyl]amino}-3-pyridinyl)-N-hydroxyacrylamide dihydrochloride.

Workup

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

Sources & evidence

ORD record
ord-bf47a07bd87445ff870aa30a7a165e47
Source dataset
uspto-grants-2009_07
Patent number
US07557127B2

Reaction notes

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