(R)-3-amino-1-phenyl-9-pyrrolidin-1-yl-6,7-dihydro-3H-[1,4]diazepino[6,7,1-hi]indol-4-one

Base Information

Chemical Name:(R)-3-amino-1-phenyl-9-pyrrolidin-1-yl-6,7-dihydro-3H-[1,4]diazepino[6,7,1-hi]indol-4-one
CAS No.:197895-13-9
Molecular Formula:C₂₁H₂₂N₄O
Molecular Weight:346.432
Hs Code.:

Synonyms:(R)-3-amino-1-phenyl-9-pyrrolidin-1-yl-6,7-dihydro-3H-[1,4]diazepino[6,7,1-hi]indol-4-one

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Chemical Property of (R)-3-amino-1-phenyl-9-pyrrolidin-1-yl-6,7-dihydro-3H-[1,4]diazepino[6,7,1-hi]indol-4-one

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Technology Process of (R)-3-amino-1-phenyl-9-pyrrolidin-1-yl-6,7-dihydro-3H-[1,4]diazepino[6,7,1-hi]indol-4-one

There total 8 articles about (R)-3-amino-1-phenyl-9-pyrrolidin-1-yl-6,7-dihydro-3H-[1,4]diazepino[6,7,1-hi]indol-4-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 197895-12-8
(4-oxo-1-phenyl-9-pyrrolidin-1-yl-3,4,6,7-tetrahydro-[1,4]diazepino[6,7,1-hi]indol-3-yl)-carbamic acid tert-butyl ester

: 197895-13-9
(R)-3-amino-1-phenyl-9-pyrrolidin-1-yl-6,7-dihydro-3H-[1,4]diazepino[6,7,1-hi]indol-4-one

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 10 - 20 ℃; for 1h;
DOI:10.1021/jm000315p

Reference yield:

: 126149-54-0
(RS)-3-amino-5-phenyl-3,4,6,7,-tetrahydropyrrolo<3,2,1-jk><1,4>benzodiazepin-4(3H)-one

: 197895-13-9
(R)-3-amino-1-phenyl-9-pyrrolidin-1-yl-6,7-dihydro-3H-[1,4]diazepino[6,7,1-hi]indol-4-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: N-acetyl-L-phenylalanine / ethyl acetate / 0.08 h / Heating

1.2: 99 percent / 1 N NaOH / CH₂Cl₂ / 5 °C

2.1: 74 percent / KNO₃; H₂SO₄ / 0.67 h / 5 °C

3.1: tetrahydrofuran / 0 - 20 °C

4.1: H₂ / 5percent Ru/C / methanol / 6 h / 80 °C / 6000.6 Torr

5.1: sodium hydrogen carbonate / dimethylformamide / 7 h / 60 °C

6.1: trifluoroacetic acid / CH₂Cl₂ / 1 h / 10 - 20 °C

With sulfuric acid; (S)-2-acetylamino-3-phenylpropanoic acid; hydrogen; sodium hydrogencarbonate; potassium nitrate; trifluoroacetic acid; 5percent Ru/C; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm000315p

Reference yield:

: 126252-50-4
(3R)-3-amino-5-phenyl-3,4,6,7-tetrahydropyrrolo<3,2,1-jk><1,4>benzodiazepin-4(3H)-one

: 197895-13-9
(R)-3-amino-1-phenyl-9-pyrrolidin-1-yl-6,7-dihydro-3H-[1,4]diazepino[6,7,1-hi]indol-4-one

Guidance literature:: Multi-step reaction with 5 steps

1: 74 percent / KNO₃; H₂SO₄ / 0.67 h / 5 °C

2: tetrahydrofuran / 0 - 20 °C

3: H₂ / 5percent Ru/C / methanol / 6 h / 80 °C / 6000.6 Torr

4: sodium hydrogen carbonate / dimethylformamide / 7 h / 60 °C

5: trifluoroacetic acid / CH₂Cl₂ / 1 h / 10 - 20 °C

With sulfuric acid; hydrogen; sodium hydrogencarbonate; potassium nitrate; trifluoroacetic acid; 5percent Ru/C; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm000315p