Dimethylamine, hydrochloride → HCID 67507560, compound

HRID 1791961Notes

Reaction equation

HRID 1791961 reaction equation
Cl.Cl.[C:3]([C:6]1[CH:7]=[CH:8][C:9]2[O:13][C:12]([CH:14]3[CH2:19][CH2:18][N:17]([C@@H:20]4[CH2:24][NH:23][C@H:22]([C:25]([N:27]5[CH2:31][CH2:30][S:29][CH2:28]5)=[O:26])[CH2:21]4)[CH2:16][CH2:15]3)=[N:11][C:10]=2[CH:32]=1)(O)=[O:4].Cl.[CH3:34][NH:35][CH3:36].C1C=C[C:40]2N(O)N=N[C:41]=2[CH:42]=1.[CH3:47]CN=C=NCCCN(C)C.Cl.[C:59](=[O:62])([O-])[OH:60].[Na+]>CN(C=O)C.C(N(CC)CC)C>[C:41]([O:60][C:59]([N:23]1[CH2:24][C@@H:20]([N:17]2[CH2:18][CH2:19][CH:14]([C:12]3[O:13][C:9]4[CH:8]=[CH:7][C:6]([C:3](=[O:4])[N:35]([CH3:36])[CH3:34])=[CH:32][C:10]=4[N:11]=3)[CH2:15][CH2:16]2)[CH2:21][C@H:22]1[C:25]([N:27]1[CH2:31][CH2:30][S:29][CH2:28]1)=[O:26])=[O:62])([CH3:40])([CH3:42])[CH3:47]

Participants

8

Reactant 5

HCID 10473Dimethylamine, hydrochlorideHCID 757711-HydroxybenzotriazoleHCID 516892Sodium BicarbonateHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 67506455HCID 67506455, compound

Product 1

HCID 67507560HCID 67507560, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8471TriethylamineSolvent

Procedure

The product (1.36 g) of Example 310 (1) and dimethylamine hydrochloride (0.244 g) were dissolved in DMF, and triethylamine (0.42 mL), HOBT (0.457 g) and EDC hydrochloride (0.572 g) were added thereto. The mixture was stirred at room temperature for 1.5 hr. The saturated aqueous sodium hydrogencarbonate solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was dried and concentrated under reduced pressure. The residue was purified by silica gel chromatography to give 3-((2S,4S)-1-tert-butoxycarbonyl-4-{4-[5-(N,N-dimethylcarbamoyl)-2-benzoxazolyl]piperidino}-2-pyrrolidinylcarbonyl)-1,3-thiazolidine (0.786 g) as a white powder.

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. customThe extract was dried
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-908cdad8f82240d1bd52a4f88664980f
Source dataset
uspto-grants-2006_07
Patent number
US07074794B2

Reaction notes

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