Water → HCID 59285839, compound

HRID 1011573Notes

Reaction equation

HRID 1011573 reaction equation
B(Br)(Br)Br.[NH2:5][C:6]([NH:8][C:9]1[NH:10][C:11]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[O:23]C)=[CH:12][C:13]=1[C:14]([NH2:16])=[O:15])=[O:7].O>ClCCl>[NH2:5][C:6]([NH:8][C:9]1[NH:10][C:11]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[OH:23])=[CH:12][C:13]=1[C:14]([NH2:16])=[O:15])=[O:7]

Participants

5

Reactant 3

HCID 962WaterHCID 25134Boron tribromideHCID 25005710HCID 25005710, compound

Product 1

HCID 59285839HCID 59285839, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Boron tribromide in dichloromethane solution (17%, 5.8 mL, 5.8 mmol) was added dropwise to a suspension of 2-aminocarbonylamino-5-(2-methoxyphenyl)pyrrole-3-carboxamide (Compound No. 1-9, 0.40 g, 1.5 mmol) in anhydrous dichloromethane (8 mL) for 7 minutes at −78° C., and the mixture was stirred for 30 minutes. Moreover, the mixture was stirred under ice-cooling for 5 hours, water (25 mL) was added thereto. The precipitated solid was filtered off with chloroform, dried under reduced pressure to give the target compound (0.39 g) quantitatively as a gray solid.

Workup

  1. stirringMoreover, the mixture was stirred under ice-
  2. temperaturecooling for 5 hours
  3. filtrationThe precipitated solid was filtered off with chloroform
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-7fd0c68148d64256949429fcf0e842a5
Source dataset
uspto-grants-2011_07
Patent number
US07977371B2

Reaction notes

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