HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Hydrochloric Acid → (2E)-3-(2-{[1-(4-chlorobenzoyl)-3-pyrrolidinyl]amino}-1,3-thiazol-4-yl)-N-hydroxyacrylamide hydrochloride

HRID 2376169
Notes
Print preview

Reaction equation

HRID 2376169 reaction equation
Cl.[Cl:2][C:3]1[CH:33]=[CH:32][C:6]([C:7]([N:9]2[CH2:13][CH2:12][CH:11]([NH:14][C:15]3[S:16][CH:17]=[C:18](/[CH:20]=[CH:21]/[C:22]([NH:24][O:25]C4CCCCO4)=[O:23])[N:19]=3)[CH2:10]2)=[O:8])=[CH:5][CH:4]=1.C(OCC)C>CO>[ClH:2].[Cl:2][C:3]1[CH:4]=[CH:5][C:6]([C:7]([N:9]2[CH2:13][CH2:12][CH:11]([NH:14][C:15]3[S:16][CH:17]=[C:18](/[CH:20]=[CH:21]/[C:22]([NH:24][OH:25])=[O:23])[N:19]=3)[CH2:10]2)=[O:8])=[CH:32][CH:33]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 86603627(2E)-3-(2-{[1-(4-chlorobenzoyl)-3-pyrrolidinyl]amino}-1,3-thiazol-4-yl)-N-(tetrahydro-2H-pyran-2-yloxy)acrylamide

Product 1

HCID 86603776(2E)-3-(2-{[1-(4-chlorobenzoyl)-3-pyrrolidinyl]amino}-1,3-thiazol-4-yl)-N-hydroxyacrylamide hydrochlorideYield 155.5%

Reagents, catalysts & solvents 1

HCID 887
Methanol
Solvent

Procedure

10% Metallic hydrogen chloride (1.4 mL) was added to the solution of (2E)-3-(2-{[1-(4-chlorobenzoyl)-3-pyrrolidinyl]amino}-1,3-thiazol-4-yl)-N-(tetrahydro-2H-pyran-2-yloxy)acrylamide (0.6 g) in MeOH (12 ml) and the mixture was stirred at ambient temperature for 3.5 hours. To the reaction mixture was added ethyl ether and isolated precipitate was collected by filtration to give (2E)-3-(2-{[1-(4-chlorobenzoyl)-3-pyrrolidinyl]amino}-1,3-thiazol-4-yl)-N-hydroxyacrylamide hydrochloride (0.42 g)

Workup

  1. customisolated precipitate
  2. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-75f4f50937e541ad8847a239e3a057a0
Source dataset
uspto-grants-2008_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07465731B2

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes