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Formaldehyde → HCID 13588079, compound

HRID 1534736
Notes
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Reaction equation

HRID 1534736 reaction equation
S1C=CC=[CH:2]1.[F:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][N:14]2[C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=3[N:16]=[C:15]2[NH:23][CH:24]2[CH2:29][CH2:28][N:27]([CH2:30][CH2:31][NH:32][CH2:33][C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[CH2:26][CH2:25]2)=[CH:9][CH:8]=1.C=O.C([O-])(=O)C.[K+].[H][H]>[Pt].CO.C(O)C>[F:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][N:14]2[C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=3[N:16]=[C:15]2[NH:23][CH:24]2[CH2:29][CH2:28][N:27]([CH2:30][CH2:31][N:32]([CH3:2])[CH2:33][C:34]3[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=3)[CH2:26][CH2:25]2)=[CH:9][CH:8]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

9

Reactant 5

HCID 712FormaldehydeHCID 8030ThiopheneHCID 517044Potassium AcetateHCID 12891714HCID 12891714, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13588079HCID 13588079, compound

Reagents, catalysts & solvents 3

HCID 23939PlatinumCatalyst
HCID 702EthanolSolvent
HCID 887MethanolSolvent

Procedure

To 1 part of a solution of 2 parts of thiophene in 40 parts of ethanol were added 11.3 parts of 1-(4-fluorophenylmethyl)-N-[1-[2-[(phenylmethyl)amino]ethyl]-4-piperidinyl]-1H-benzimidazol-2-amine, 2 parts of paraformaldehyde, 10 parts of potassium acetate and 120 parts of methanol. The whole was hydrogenated at normal pressure and at room temperature with 2 parts of platinum-on-charcoal catalyst 10%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off over Hyflo and the filtrate was evaporated, yielding 9.4 parts of 1-[(4-fluorophenyl)methyl]-N-[1-[2-(methyl(phenylmethyl)amino]ethyl]-4-piperidinyl]-1H-benzimidazol-2-amine as a residue (intermediate 135).

Workup

  1. filtrationthe catalyst was filtered off over Hyflo
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-b615b82517184f919d7d89f5cdb1959f
Source dataset
uspto-grants-1992_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
USRE033833

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes