Trifluoroacetic acid → HCID 178520516, compound

HRID 720107Notes

Reaction equation

HRID 720107 reaction equation
[O:1]=[C:2]1[C:13]2[C:14]3[C:6](=[C:7]([C:44]4[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=4)[NH:8][C:9]=3[CH:10]=[C:11]([NH:15][C:16](=[O:43])[CH2:17][CH2:18][C:19]3[N:20]=[CH:21][N:22](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[CH:23]=3)[CH:12]=2)[CH:5]=[N:4][NH:3]1.[C:50]([OH:56])([C:52]([F:55])([F:54])[F:53])=[O:51]>C(Cl)Cl>[F:53][C:52]([F:55])([F:54])[C:50]([OH:56])=[O:51].[NH:22]1[CH:23]=[C:19]([CH2:18][CH2:17][C:16]([NH:15][C:11]2[CH:12]=[C:13]3[C:2](=[O:1])[NH:3][N:4]=[CH:5][C:6]4=[C:7]([C:44]5[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=5)[NH:8][C:9]([CH:10]=2)=[C:14]34)=[O:43])[N:20]=[CH:21]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 135539176n-(6-Oxo-2-phenyl-5,6-dihydro-1h-[1,2]diazepino[4,5,6-cd]indol-8-yl)-3-(1-trityl-1h-imidazol-4-yl)-propionamide

Product 1

HCID 178520516HCID 178520516, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Preparation of example 52 from the title compound of Example 51 (32 mg, 0.050 mmol) and 45% TFA in CH2Cl2 (1 mL) was carried out analogously to Example 20. (Deprotection of trityl group was effected using the same conditions as for tert-butoxycarbonyl deprotection.) Isolation, also in an analogous manner, additionally included recrystallization from methanol/ethyl acetate and diethyl ether to afford the title compound (16 mg, 0.031 mmol) as a yellow powder in 62% yield.

Workup

  1. custom) Isolation, also in an analogous manner, additionally included recrystallization from methanol/ethyl acetate and diethyl ether

Sources & evidence

ORD record
ord-e87aff11dd0347fcbbd4153ec6a7b2c7
Source dataset
uspto-grants-2006_11
Patent number
US07132533B2

Reaction notes

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