Trifluoroacetic acid → 5H-indolo[2,1-a][2]benzazepine-10-carboxylic acid

HRID 1453403Notes

Reaction equation

HRID 1453403 reaction equation
[CH:1]1[C:11]2[C:10]3=[CH:12][C:13]4[CH:14]=[CH:15][C:16]([C:19]([OH:21])=[O:20])=[CH:17][C:18]=4[N:9]3[CH:8]=[C:7](C(O)=O)[CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.NCC1OC=CN=1.CNC(N)=O.C(O)(C(F)(F)F)=O>CO.C(Cl)Cl>[CH:1]1[C:11]2[C:10]3=[CH:12][C:13]4[CH:14]=[CH:15][C:16]([C:19]([OH:21])=[O:20])=[CH:17][C:18]=4[N:9]3[CH:8]=[CH:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 6422Trifluoroacetic acid2×HCID 11719MethylureaHCID 18947655Oxazol-2-ylmethanamineHCID 688485395H-indolo[2,1-a][2]benzazepine-6,10-dicarboxylic acid

Product 1

HCID 685639665H-indolo[2,1-a][2]benzazepine-10-carboxylic acid

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

(5H-indolo[2,1-a][2]benzazepine-10-carboxylic acid, 13-cyclohexyl-6,7-dihydro-3-methoxy-6-[[(2-oxazolylmethyl)amino]carbonyl]-, methyl ester) was prepared from 5H-indolo[2,1-a][2]benzazepine-6,10-dicarboxylic acid, 13-cyclohexyl-6,7-dihydro-3-methoxy-, 10-methyl ester and 2-aminomethyloxazole in a similar manner as described; Analytical thin layer chromatography (5% MeOH/CH2Cl2) Rf=0.40; Analytical HPLC method: Solvent A=10% MeO{tilde over (H)}90% H2Õ0.1% TFA, Solvent B=90% MeO{tilde over (H)}10% H2Õ0.1% TFA, Start % B=0, Final % B=100, Gradient time=2 min, Flow Rate=5 ml/min, Column: Xterra MS C18 S7 3.0×50 mm; LC/MS: (ES+) m/z (M+H)+=528.23, HPLC Rt=2.040 min.

Workup

  1. customB=100, Gradient time=2 min, Flow Rate=5 ml/min, Column

Sources & evidence

ORD record
ord-cdc14ab2704b4597954be165de6fa8bc
Source dataset
uspto-grants-2009_01
Patent number
US07473688B2

Reaction notes

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