Trifluoroacetic acid → HCID 86709402, compound

HRID 2172278Notes

Reaction equation

HRID 2172278 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].C(OC([N:15]1[CH2:20][C@H:19]([CH3:21])[N:18]([C:22]2[CH:27]=[CH:26][C:25]([O:28][CH2:29][C@@H:30]3[O:35][C:34]4=[N:36][C:37]([N+:39]([O-:41])=[O:40])=[CH:38][N:33]4[CH2:32][CH2:31]3)=[CH:24][CH:23]=2)[CH2:17][C@H:16]1[CH3:42])=O)(C)(C)C>ClCCl>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[CH3:21][C@H:19]1[CH2:20][NH:15][C@H:16]([CH3:42])[CH2:17][N:18]1[C:22]1[CH:23]=[CH:24][C:25]([O:28][CH2:29][C@@H:30]2[O:35][C:34]3=[N:36][C:37]([N+:39]([O-:41])=[O:40])=[CH:38][N:33]3[CH2:32][CH2:31]2)=[CH:26][CH:27]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86709412HCID 86709412, compound

Product 1

HCID 86709402HCID 86709402, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (4 ml) was added to a dichloromethane solution (4 ml) of (2R,5S)-2,5-dimethyl-4-[4-((R)-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazin-7-ylmethoxy)phenyl]piperazine-1-carboxylic acid tert-butyl ester (1.31 g), and the mixture was stirred overnight. The reaction mixture was concentrated under reduced pressure to afford the title compound as a brown amorphous compound (1.35 g).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-ba6b60e7f75d4ad0afab2baaabc17a5d
Source dataset
uspto-grants-2015_06
Patent number
US09051333B2

Reaction notes

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