Trifluoroacetic acid → 1,2,3,4-Tetrahydro-isoquinoline-3(S)-carboxylic acid {2-[3-(4-cyanobenzyl)-3H-imidazol-4-yl]-ethyl}-amide trifluoroacetate

HRID 1584272Notes

Reaction equation

HRID 1584272 reaction equation
[C:1]([C:3]1[CH:36]=[CH:35][C:6]([CH2:7][N:8]2[C:12]([CH2:13][CH2:14][NH:15][C:16]([C@@H:18]3[CH2:27][C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[CH2:20][N:19]3C(OC(C)(C)C)=O)=[O:17])=[CH:11][N:10]=[CH:9]2)=[CH:5][CH:4]=1)#[N:2].[C:37]([C:41]([OH:43])=[O:42])([F:40])([F:39])[F:38]>C(Cl)Cl>[F:38][C:37]([F:40])([F:39])[C:41]([OH:43])=[O:42].[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH2:7][N:8]2[C:12]([CH2:13][CH2:14][NH:15][C:16]([C@@H:18]3[CH2:27][C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[CH2:20][NH:19]3)=[O:17])=[CH:11][N:10]=[CH:9]2)=[CH:35][CH:36]=1)#[N:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 701032202-(t-Butyloxycarbonyl)-1,2,3,4-tetrahydro-isoquinoline-3(S)-carboxylic acid {2-[3-(4-cyanobenzyl)-3H-imidazol-4-yl]-ethyl}-amide

Product 1

HCID 701205721,2,3,4-Tetrahydro-isoquinoline-3(S)-carboxylic acid {2-[3-(4-cyanobenzyl)-3H-imidazol-4-yl]-ethyl}-amide trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of 2-(t-butyloxycarbonyl)-1,2,3,4-tetrahydro-isoquinoline-3(S)-carboxylic acid {2-[3-(4-cyanobenzyl)-3H-imidazol-4-yl]-ethyl}-amide (1.18 g, 2.4 mmol) in CH2Cl2 (6 mL) was added CF3CO2H (4 mL). The reaction was stirred for 0.75 hr at 25° C. Evaporation in vacuo yielded the title compound.

Workup

  1. customEvaporation in vacuo

Sources & evidence

ORD record
ord-e1d8def29340493fa1ad11cadf6c2903
Source dataset
uspto-grants-1999_08
Patent number
US05932590

Reaction notes

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