Triethylamine → HCID 67185456, compound

HRID 1958689Notes

Reaction equation

HRID 1958689 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[S:13][C:12]([C:14]([OH:16])=O)=[CH:11][C:10]=1[C:17]1[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][CH2:26][O:27][CH:28]2[CH2:33][CH2:32][CH2:31][CH2:30][O:29]2)=[CH:19][CH:18]=1.Cl.[C:35]1([C:41]2([C:47]([NH2:49])=[O:48])[CH2:46][CH2:45][NH:44][CH2:43][CH2:42]2)[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1.CCN(CC)CC.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[S:13][C:12]([C:14]([N:44]2[CH2:43][CH2:42][C:41]([C:35]3[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=3)([C:47]([NH2:49])=[O:48])[CH2:46][CH2:45]2)=[O:16])=[CH:11][C:10]=1[C:17]1[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][CH2:26][O:27][CH:28]2[CH2:33][CH2:32][CH2:31][CH2:30][O:29]2)=[CH:19][CH:18]=1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 30171294-Phenylpiperidine-4-carboxamide monohydrochlorideHCID 67184742HCID 67184742, compound

Product 1

HCID 67185456HCID 67185456, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.5 g of the compound obtained in stage 16G), 0.25 g of 4-phenylpiperidine-4-carboxamide hydrochloride, 0.43 ml of Et3N and 0.36 g of TBTU are added to 10 ml of CH2Cl2 and then reaction is allowed to take place at AT for 2 hours. After concentrating to dryness, taking up the residue in a water/ether mixture and filtering, 0.6 g of the expected compound is obtained.

Workup

  1. customreaction
  2. customfor 2 hours
  3. concentrationAfter concentrating to dryness
  4. filtrationfiltering

Sources & evidence

ORD record
ord-342172f1def84165931dd712f0eebe46
Source dataset
uspto-grants-2013_04
Patent number
US08410137B2

Reaction notes

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