Trifluoroacetic acid → HCID 69173655, compound

HRID 2114861Notes

Reaction equation

HRID 2114861 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:36]=[CH:37][C:38]=1[F:39])[CH2:5][N:6]1[CH:20]=[C:19]([N:21](C(OC(C)(C)C)=O)[S:22]([CH3:25])(=[O:24])=[O:23])[C:18]2[N:11]3[CH2:12][CH2:13][N:14]([CH3:17])[C:15](=[O:16])[C:10]3=[C:9]([O:33][CH3:34])[C:8]=2[C:7]1=[O:35].FC(F)(F)C(O)=O>ClCCl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:36]=[CH:37][C:38]=1[F:39])[CH2:5][N:6]1[CH:20]=[C:19]([NH:21][S:22]([CH3:25])(=[O:24])=[O:23])[C:18]2[N:11]3[CH2:12][CH2:13][N:14]([CH3:17])[C:15](=[O:16])[C:10]3=[C:9]([O:33][CH3:34])[C:8]=2[C:7]1=[O:35]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69171007HCID 69171007, compound

Product 1

HCID 69173655HCID 69173655, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A cold (0° C.) solution of 2-(3-chloro-4-fluorobenzyl)-10-methoxy-4-(N-tert-butoxylcarbonyl-N-methanesulfonyl-amino)-8-methyl-7,8-dihydropyrido-[3′,4′:4,5]pyrrolo[1,2-a]pyrazine-1,9(2H,6H)-dione (90 mg, 0.15 mmol) and trifluoroacetic acid (2 mL) in anhydrous dichloromethane (3 mL) was stirred for 3 hours. The product mixture was concentrated under vacuum. The residue was subjected to column chromatography on silica gel eluting with 20% methanol in ethyl acetate. Collection and concentration of appropriate fractions provided the titled compound.

Workup

  1. concentrationThe product mixture was concentrated under vacuum
  2. customCollection and concentration of appropriate fractions

Sources & evidence

ORD record
ord-b69430aa00e24759812edb252bdd8231
Source dataset
uspto-grants-2008_10
Patent number
US07435735B2

Reaction notes

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