HCID 86634046, compound → HCID 86634047, compound

HRID 1041487Notes

Reaction equation

HRID 1041487 reaction equation
[CH3:1][O:2][C:3]1[C:22]([N+:23]([O-])=O)=[CH:21][C:6]2[NH:7][C:8](=[O:20])[CH2:9][N:10]([C:14](=[O:19])[C:15]([F:18])([F:17])[F:16])[C:11]([CH3:13])([CH3:12])[C:5]=2[CH:4]=1>[Pd].C(O)C>[NH2:23][C:22]1[C:3]([O:2][CH3:1])=[CH:4][C:5]2[C:11]([CH3:13])([CH3:12])[N:10]([C:14](=[O:19])[C:15]([F:18])([F:16])[F:17])[CH2:9][C:8](=[O:20])[NH:7][C:6]=2[CH:21]=1

Participants

4

Reactant 1

HCID 86634046HCID 86634046, compound

Product 1

HCID 86634047HCID 86634047, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Into a round bottom flask, 7-methoxy-5,5-dimethyl-8-nitro-4-(2,2,2-trifluoro-acetyl)-1,3,4,5-tetrahydro-benzo[e][1,4]diazepin-2-one (0.27 g, Ethanol (200 mL), and 10% Pd/C (50 mg) were added. The mixture was evacuated under vacuum and charged with hydrogen via balloon (3 times). The reaction was stirred at room temperature overnight under hydrogen atmosphere via a balloon. The solid was filtered and washed with ethanol. The solvent was removed under vacuum to give 8-amino-7-methoxy-5,5-dimethyl-4-(2,2,2-trifluoro-acetyl)-1,3,4,5-tetrahydro-benzo[e][1,4]diazepin-2-one a glass solid. 1H-NMR (CDCl3, 400 MHz): δ 8.38 (bs, 1H), 7.30 (bs, 1H), 6.89 (bs, 1H), 6.30 (bs, 1H), 4.10-4.70 (bm, 2H), 3.87 (bs, 3H), 3.45 (bs, 1H), 1.88 (bs, 6H).

Workup

  1. customThe mixture was evacuated under vacuum
  2. additioncharged with hydrogen via balloon (3 times)
  3. filtrationThe solid was filtered
  4. washwashed with ethanol
  5. customThe solvent was removed under vacuum

Sources & evidence

ORD record
ord-e8e85baee6bc4316a6bce226f249cfb7
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

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