HCID 59729986, compound → HCID 59730149, compound

HRID 130806Notes

Reaction equation

HRID 130806 reaction equation
FC(F)(F)C([N:5]1[CH2:11][CH2:10][C:9]2[CH:12]=[C:13]([O:16][C:17]3[CH:25]=[CH:24][C:20]([C:21]([NH2:23])=[O:22])=[CH:19][N:18]=3)[CH:14]=[CH:15][C:8]=2[CH2:7][CH2:6]1)=O>N.CO>[CH2:7]1[C:8]2[CH:15]=[CH:14][C:13]([O:16][C:17]3[CH:25]=[CH:24][C:20]([C:21]([NH2:23])=[O:22])=[CH:19][N:18]=3)=[CH:12][C:9]=2[CH2:10][CH2:11][NH:5][CH2:6]1

Participants

4

Reactant 1

HCID 59729986HCID 59729986, compound

Product 1

HCID 59730149HCID 59730149, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 222AmmoniaSolventHCID 887MethanolSolvent

Procedure

Dissolve 6-[3-(2,2,2-trifluoroacetyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yloxy]nicotinamide (0.306 g, 0.806 mmol) in 7.0 M NH3 in methanol (10 mL). Seal the round bottom and allow to sit without stirring. After three hours, concentrate to give the title compound (0.22 g, 100%): MS ES+ 284.1 (M+H)+; HPLC [YMC-Pack Pro C-18 (150×4.6 mm, S-5 microm), acetonitrile in water containing 0.01% concentrated HCl at 1.0 mL/min, 30-99% over 19 min], tR=1.2 min, 93% purity.

Workup

  1. customSeal the round bottom and
  2. concentrationconcentrate

Sources & evidence

ORD record
ord-a5b1d0dcb8ca48b7acd4f0f88015de14
Source dataset
uspto-grants-2008_06
Patent number
US07381719B2

Reaction notes

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