HCID 86649113, compound → HCID 86649112, compound

HRID 1470994Notes

Reaction equation

HRID 1470994 reaction equation
[S:1]1[C:5]2[CH2:6][CH2:7][CH2:8][CH2:9][C:4]=2[N:3]=[C:2]1[N:10]1[C@@H:14]([C:15]2[CH:20]=[CH:19][C:18]([C@:21]3([C:37](=[O:39])[NH2:38])[CH2:25][CH2:24][CH2:23][N:22]3[C:26](=[O:36])[C@@H:27]([NH:31][C:32](=[O:35])[O:33][CH3:34])[CH:28]([CH3:30])[CH3:29])=[C:17]([N+:40]([O-])=O)[CH:16]=2)[CH2:13][CH2:12][C@@H:11]1[C:43]1[CH:48]=[CH:47][C:46]([C@:49]2([C:65](=[O:67])[NH2:66])[CH2:53][CH2:52][CH2:51][N:50]2[C:54](=[O:64])[C@@H:55]([NH:59][C:60](=[O:63])[O:61][CH3:62])[CH:56]([CH3:58])[CH3:57])=[C:45]([N+:68]([O-])=O)[CH:44]=1>O1CCCC1.[Ni].O>[S:1]1[C:5]2[CH2:6][CH2:7][CH2:8][CH2:9][C:4]=2[N:3]=[C:2]1[N:10]1[C@@H:11]([C:43]2[CH:48]=[CH:47][C:46]([C@:49]3([C:65](=[O:67])[NH2:66])[CH2:53][CH2:52][CH2:51][N:50]3[C:54](=[O:64])[C@@H:55]([NH:59][C:60](=[O:63])[O:61][CH3:62])[CH:56]([CH3:58])[CH3:57])=[C:45]([NH2:68])[CH:44]=2)[CH2:12][CH2:13][C@@H:14]1[C:15]1[CH:20]=[CH:19][C:18]([C@:21]2([C:37](=[O:39])[NH2:38])[CH2:25][CH2:24][CH2:23][N:22]2[C:26](=[O:36])[C@@H:27]([NH:31][C:32](=[O:35])[O:33][CH3:34])[CH:28]([CH3:29])[CH3:30])=[C:17]([NH2:40])[CH:16]=1

Participants

5

Reactant 1

HCID 86649113HCID 86649113, compound

Product 1

HCID 86649112HCID 86649112, compound

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

The product from Example 116E (0.59 g, 0.596 mmol) was dissolved in tetrahydrofuran (15 mL) and treated with Raney Nickel slurry in water (0.25 mL). The flask was evacuated and opened to a hydrogen balloon and stirred at ambient temperature for 1 hour. The solution was filtered through a silica plug and concentrated to dryness to give the title compound.

Workup

  1. customThe flask was evacuated
  2. filtrationThe solution was filtered through a silica plug
  3. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-735d069ff0cc41c8a5217ff20625c58b
Source dataset
uspto-grants-2015_04
Patent number
US09006387B2

Reaction notes

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