Hydrochloric Acid → HCID 135900429, compound

HRID 2354104Notes

Reaction equation

HRID 2354104 reaction equation
[C:1]1([CH2:11][N:12]2[CH2:16][CH2:15][C@@H:14]([NH:17][C:18]3[N:19]=[CH:20][C:21](/[CH:24]=[CH:25]/[C:26]([NH:28][O:29]C4CCCCO4)=[O:27])=[N:22][CH:23]=3)[CH2:13]2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[ClH:36].CCOC(C)=O>CCO>[ClH:36].[ClH:36].[OH:29][NH:28][C:26](=[O:27])/[CH:25]=[CH:24]/[C:21]1[CH:20]=[N:19][C:18]([NH:17][C@@H:14]2[CH2:15][CH2:16][N:12]([CH2:11][C:1]3[C:10]4[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=4)[CH:4]=[CH:3][CH:2]=3)[CH2:13]2)=[CH:23][N:22]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 86761139HCID 86761139, compound

Product 1

HCID 135900429HCID 135900429, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of (2E)-3-[5-[{(3R)-1-(1-naphthylmethyl)-3-pyrrolidinyl}amino]-2-pyrazinyl]-N-(tetrahydro-2H-pyran-2-yloxy)acrylamide (350 mg) and 2N—HCl solution in EtOH (10 mL) was stirred for 2 hours at ambient temperature. AcOEt (10 ml) and IPE (50 ml) was added to the reaction mixture. The resulting solid was collected by filtration to give (2E)-N-hydroxy-3-[5-[{(3R)-1-(1-naphthylmethyl)-3-pyrrolidinyl}amino]-2-pyrazinyl]acrylamide dihydrochloride (275 mg).

Workup

  1. filtrationThe resulting solid was collected by filtration

Sources & evidence

ORD record
ord-e03e605649424498a9301fef1197d6b8
Source dataset
uspto-grants-2010_07
Patent number
US07750155B2

Reaction notes

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