Hydrochloric Acid → HCID 18956663, compound

HRID 2380147Notes

Reaction equation

HRID 2380147 reaction equation
C([O:8][N:9]([C:16](=[O:54])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][N:24]([O:46]CC1C=CC=CC=1)[C:25](=[O:45])[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][N:33]([O:37]CC1C=CC=CC=1)[C:34](=[O:36])[CH3:35])[CH2:10][CH2:11][CH2:12][CH2:13][C:14]#[N:15])C1C=CC=CC=1.[ClH:55]>CO.[Pd]>[ClH:55].[OH:8][N:9]([C:16](=[O:54])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][N:24]([OH:46])[C:25](=[O:45])[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][N:33]([OH:37])[C:34](=[O:36])[CH3:35])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][NH2:15]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 10462719HCID 10462719, compound

Product 1

HCID 18956663HCID 18956663, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Compound [VII] (1.20 g, 1.62 mmol) was hydrogenated in CH3OH and 0.1N HCl with 10% Pd-C by the procedure used for [A]. Purification by Sephadex LH-20 column chromatography with 15% EtOH/toluene as the eluant produced 0.386 g (47%) of [A] as a colorless solid: NMR (CO3OD) δ 1.17-1.87 (m, 26H), 2.07 (s, 3H), 2.30-2.55 (m, 4H), 2.90 (t, 2H, J=6), 3.43-3.70 (m, 6H). Anal. (C23H47ClN4O6) C, H, N.

Workup

  1. customPurification by Sephadex
  2. customcolumn chromatography with 15% EtOH/toluene as the eluant produced 0.386 g (47%) of [A] as a colorless solid

Sources & evidence

ORD record
ord-ff2803841da540c8af55e9d2a3c18238
Source dataset
uspto-grants-1994_11
Patent number
US05364965

Reaction notes

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