N-(3-benzylamino-6-chloro-9H-β-carbolin-8-yl)-2,2,3,3,3-pentafluoropropanamide

Base Information

Chemical Name:N-(3-benzylamino-6-chloro-9H-β-carbolin-8-yl)-2,2,3,3,3-pentafluoropropanamide
CAS No.:1376918-64-7
Molecular Formula:C₂₁H₁₄ClF₅N₄O
Molecular Weight:468.813
Hs Code.:

Synonyms:N-(3-benzylamino-6-chloro-9H-β-carbolin-8-yl)-2,2,3,3,3-pentafluoropropanamide

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Chemical Property of N-(3-benzylamino-6-chloro-9H-β-carbolin-8-yl)-2,2,3,3,3-pentafluoropropanamide

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Technology Process of N-(3-benzylamino-6-chloro-9H-β-carbolin-8-yl)-2,2,3,3,3-pentafluoropropanamide

There total 11 articles about N-(3-benzylamino-6-chloro-9H-β-carbolin-8-yl)-2,2,3,3,3-pentafluoropropanamide 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: 91.0%

: 356-42-3
2,2,3,3,3-pentafluoropropanoic anhydride

: 1376918-13-6
8-amino-3-benzylamino-6-chloro-9H-β-carboline

: 1376918-64-7
N-(3-benzylamino-6-chloro-9H-β-carbolin-8-yl)-2,2,3,3,3-pentafluoropropanamide

Guidance literature:: With dmap; In chloroform; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1016/j.bmcl.2012.03.077

Reference yield:

: 1376918-29-4
3-amino-6-chloro-8-nitro-9H-β-carboline

: 1376918-64-7
N-(3-benzylamino-6-chloro-9H-β-carbolin-8-yl)-2,2,3,3,3-pentafluoropropanamide

Guidance literature:: Multi-step reaction with 4 steps

1: acetic acid / methanol / 4 h / 20 °C / pH 4 / Inert atmosphere

2: sodium cyanoborohydride / methanol / 1 h / 20 °C / Inert atmosphere

3: hydrogenchloride; tin(II) chloride dihdyrate / methanol; water / 48 h / 0 - 20 °C / Inert atmosphere

4: dmap / chloroform / 3 h / 20 °C / Inert atmosphere

With hydrogenchloride; dmap; tin(II) chloride dihdyrate; sodium cyanoborohydride; acetic acid; In methanol; chloroform; water;
DOI:10.1016/j.bmcl.2012.03.077

Reference yield:

: 42438-90-4
3-carboxy-1,2,3,4-tetrahydro-2-carboline

: 1376918-64-7
N-(3-benzylamino-6-chloro-9H-β-carbolin-8-yl)-2,2,3,3,3-pentafluoropropanamide

Guidance literature:: Multi-step reaction with 13 steps

1: thionyl chloride / 24 h / 0 °C / Reflux; Inert atmosphere

2: trichloroisocyanuric acid; triethylamine / N,N-dimethyl-formamide / 2 h / -20 - 0 °C / Inert atmosphere

3: N-chloro-succinimide / ethyl acetate / 18 h / Inert atmosphere; Reflux

4: hydrazine hydrate / pentan-1-ol / 7 h / Reflux; Inert atmosphere

5: hydrogenchloride; sodium nitrite / water / 2 h / 0 °C / Inert atmosphere

6: acetic acid / water / 1 h / Reflux; Inert atmosphere

7: chloroform / 0.5 h / 40 °C / Inert atmosphere

8: sodium nitrate; trifluoroacetic acid / 18 h / 0 - 20 °C / Inert atmosphere

9: hydrogenchloride / water / 12 h / Reflux; Inert atmosphere

10: acetic acid / methanol / 4 h / 20 °C / pH 4 / Inert atmosphere

11: sodium cyanoborohydride / methanol / 1 h / 20 °C / Inert atmosphere

12: hydrogenchloride; tin(II) chloride dihdyrate / methanol; water / 48 h / 0 - 20 °C / Inert atmosphere

13: dmap / chloroform / 3 h / 20 °C / Inert atmosphere

With hydrogenchloride; dmap; sodium nitrate; N-chloro-succinimide; thionyl chloride; tin(II) chloride dihdyrate; trichloroisocyanuric acid; sodium cyanoborohydride; hydrazine hydrate; acetic acid; triethylamine; trifluoroacetic acid; sodium nitrite; In methanol; pentan-1-ol; chloroform; water; ethyl acetate; N,N-dimethyl-formamide; 6: Curtius rearrangement;
DOI:10.1016/j.bmcl.2012.03.077