HCID 20519163, compound → HCID 20519164, compound

HRID 1577281Notes

Reaction equation

HRID 1577281 reaction equation
[C:1]([C:6]1[CH:47]=[C:46]([C:48]([CH2:51][CH3:52])([CH3:50])[CH3:49])[CH:45]=[CH:44][C:7]=1[O:8][CH2:9][CH2:10][CH2:11][CH2:12][NH:13][C:14]([C:16]1[CH:25]=[C:24]([NH:26][S:27]([C:30]2[CH:35]=[CH:34][C:33]([C:36]([O:38][CH3:39])=[O:37])=[C:32]([N+:40]([O-])=O)[CH:31]=2)(=[O:29])=[O:28])[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:17]=1[OH:43])=[O:15])([CH2:4][CH3:5])([CH3:3])[CH3:2]>O1CCCC1.[Pd]>[NH2:40][C:32]1[CH:31]=[C:30]([S:27]([NH:26][C:24]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:17]([OH:43])=[C:16]([C:14]([NH:13][CH2:12][CH2:11][CH2:10][CH2:9][O:8][C:7]3[CH:44]=[CH:45][C:46]([C:48]([CH2:51][CH3:52])([CH3:49])[CH3:50])=[CH:47][C:6]=3[C:1]([CH2:4][CH3:5])([CH3:3])[CH3:2])=[O:15])[CH:25]=2)(=[O:28])=[O:29])[CH:35]=[CH:34][C:33]=1[C:36]([O:38][CH3:39])=[O:37]

Participants

4

Reactant 1

HCID 20519163HCID 20519163, compound

Product 1

HCID 20519164HCID 20519164, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Intermediate (C) (10.0 g, 13.9 mmoles) was reduced in tetrahydrofuran (100 ml) using Pd/C catalyst at 60 pounds pressure (H2 gas). The temperature rose to 30° C. The catalyst was removed by filtration; the filtrate was concentrated to dryness. Trituration of the residue with methanol produced a solid; yield, 8.3 g (84.9 percent).

Workup

  1. customrose to 30° C
  2. customThe catalyst was removed by filtration
  3. concentrationthe filtrate was concentrated to dryness
  4. customTrituration of the residue with methanol produced a solid
  5. customyield

Sources & evidence

ORD record
ord-06e7fec586644112896a3096f28c5e99
Source dataset
uspto-grants-1981_09
Patent number
US04287292

Reaction notes

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