Water → HCID 58914775, compound

HRID 2242014Notes

Reaction equation

HRID 2242014 reaction equation
C(O)(C(F)(F)F)=O.[NH2:8][C:9]1[N:14]=[C:13]([NH:15][CH2:16][CH2:17][CH2:18][N:19]2[CH:23]=[C:22]([C:24]3[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][C:25]=3[Cl:31])[C:21]([C:32]([O:34]C(C)(C)C)=[O:33])=[CH:20]2)[CH:12]=[CH:11][C:10]=1[N+:39]([O-:41])=[O:40].O>C(Cl)Cl>[NH2:8][C:9]1[N:14]=[C:13]([NH:15][CH2:16][CH2:17][CH2:18][N:19]2[CH:23]=[C:22]([C:24]3[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][C:25]=3[Cl:31])[C:21]([C:32]([OH:34])=[O:33])=[CH:20]2)[CH:12]=[CH:11][C:10]=1[N+:39]([O-:41])=[O:40]

Participants

5

Reactant 3

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 58914771HCID 58914771, compound

Product 1

HCID 58914775HCID 58914775, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In a vial, TFA (catalytic amount) was added to a stirred mixture of tert-butyl ester pyrrole 7 (1 eq), water (0.1%), and CH2Cl2 at rt. The vial stirred at room temperature until done (−12 h. The reaction was then concentrated under reduced pressure at room temperature and dried in vacuo. The crude residue was dissolved again in CH2Cl2 and concentrated under reduced pressure at rt. The material was used in the final coupling step without further purification as the TFA salt.

Workup

  1. custom−12 h
  2. concentrationThe reaction was then concentrated under reduced pressure at room temperature
  3. customdried in vacuo
  4. dissolutionThe crude residue was dissolved again in CH2Cl2
  5. concentrationconcentrated under reduced pressure at rt
  6. customwithout further purification as the TFA salt

Sources & evidence

ORD record
ord-8c4592e835aa4b0f8b5b9c1090e575a1
Source dataset
uspto-grants-2010_03
Patent number
US07671049B2

Reaction notes

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