Benzylamine → HCID 87212241, compound

HRID 1616665Notes

Reaction equation

HRID 1616665 reaction equation
[F:1][C:2]([F:27])([F:26])[C:3]([N:5]1[CH2:12][CH2:11][C@:10]2([CH3:16])[C:13]([CH3:15])([CH3:14])[C@H:6]1[CH2:7][C:8]1[C:20](OC)=[C:19]([N+:23]([O-:25])=[O:24])[CH:18]=[CH:17][C:9]=12)=[O:4].[CH2:28]([NH2:35])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>>[CH2:28]([NH:35][C:20]1[C:8]2[CH2:7][C@@H:6]3[C:13]([CH3:14])([CH3:15])[C@:10]([CH3:16])([C:9]=2[CH:17]=[CH:18][C:19]=1[N+:23]([O-:25])=[O:24])[CH2:11][CH2:12][N:5]3[C:3](=[O:4])[C:2]([F:1])([F:26])[F:27])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

Participants

3

Reactant 2

HCID 7504BenzylamineHCID 87212338HCID 87212338, compound

Product 1

HCID 87212241HCID 87212241, compound

Conditions

Temperature
70 °C

Procedure

2,2,2-Trifluoro-1-[(2R,6S)-10-methoxy-6,11,11-trimethyl-9-nitro-1,2,5,6-tetrahydro-4H-2,6-methano-benzo[d]azocin-3-yl]-ethanone (0.41 g) is combined with benzylamine (0.7 mL) and the resulting mixture is stirred at 70° C. overnight. After cooling to room temperature, the mixture is purified by HPLC on reversed phase (MeCN/H2O/F3CCO2H) to give the product as an oil.

Workup

  1. temperatureAfter cooling to room temperature
  2. customthe mixture is purified by HPLC on reversed phase (MeCN/H2O/F3CCO2H)

Sources & evidence

ORD record
ord-c1e7d23ae3b643e1b6a63c5490c58abe
Source dataset
uspto-grants-2014_07
Patent number
US08765780B2

Reaction notes

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