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Hydrochloric Acid → HCID 70976355, compound

HRID 1476603
Notes
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Reaction equation

HRID 1476603 reaction equation
[CH3:1][C:2]1[S:6][C:5]([CH2:7][N:8]2[C:13]3[CH:14]=[C:15]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)[S:16][C:12]=3[C:11](=[O:23])[N:10]([CH:24]3[CH2:29][CH2:28][N:27](C(OC(C)(C)C)=O)[CH2:26][CH2:25]3)[C:9]2=[O:37])=[N:4][CH:3]=1.[ClH:38]>C(Cl)Cl.O1CCOCC1>[ClH:38].[CH3:1][C:2]1[S:6][C:5]([CH2:7][N:8]2[C:13]3[CH:14]=[C:15]([C:17]4[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=4)[S:16][C:12]=3[C:11](=[O:23])[N:10]([CH:24]3[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]3)[C:9]2=[O:37])=[N:4][CH:3]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 313Hydrochloric Acid2×HCID 67258103HCID 67258103, compound

Product 1

HCID 70976355HCID 70976355, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent3×

Procedure

A solution of tert-butyl 4-{1-[(5-methyl-1,3-thiazol-2-yl)methyl]-2,4-dioxo-6-phenyl-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl}piperidine-1-carboxylate (980 mg; compound B12) in DCM (5 ml) and 1,4-dioxane (20 ml) is reacted with a solution of hydrogen chloride in 1,4-dioxane (2.3 ml, 4.0 M) under stirring at RT. After 1 h and after 2.5 h additional amounts of a solution of hydrogen chloride in 1,4-dioxane (4.6 ml and 2.3 ml) are added and the reaction mixture is stirred for another 10 min. All volatiles are removed under reduced pressure and the resulting residue is treated with diethyl ether. Removal of the solvent under reduced pressure gives the title compound as a solid.

Workup

  1. stirringthe reaction mixture is stirred for another 10 min
  2. customAll volatiles are removed under reduced pressure
  3. additionthe resulting residue is treated with diethyl ether
  4. customRemoval of the solvent under reduced pressure

Sources & evidence

ORD record
ord-9a300d6812af4a979f1efcdd49228ef8
Source dataset
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09018175B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes