HCID 86634046, compound → HCID 86634047, compound

HRID 1687827Notes

Reaction equation

HRID 1687827 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-e37dd594eaf34b63b3f65383c2cdacbb
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

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