Pyridine → HCID 59424879, compound

HRID 501494Notes

Reaction equation

HRID 501494 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([S:14]([N:17]3[CH:21]([C:22]([OH:24])=[O:23])[CH2:20][CH:19]4[CH2:25][CH2:26][CH2:27][CH:18]34)(=[O:16])=[O:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.N1C=CC=CC=1.Cl[C:35]([O:37][CH2:38][CH:39]1[CH2:41][CH2:40]1)=[O:36]>CN(C=O)C>[CH:39]1([CH2:38][O:37][C:35]([NH:1][C:2]2[CH:7]=[CH:6][C:5]([C:8]3[CH:9]=[CH:10][C:11]([S:14]([N:17]4[CH:21]([C:22]([OH:24])=[O:23])[CH2:20][CH:19]5[CH2:25][CH2:26][CH2:27][CH:18]45)(=[O:16])=[O:15])=[CH:12][CH:13]=3)=[CH:4][CH:3]=2)=[O:36])[CH2:41][CH2:40]1

Participants

5

Reactant 3

HCID 1049PyridineHCID 15917591Cyclopropylmethyl carbonochloridateHCID 68457450HCID 68457450, compound

Product 1

HCID 59424879HCID 59424879, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Conditions

Temperature
0 °C

Procedure

500 mg (1.30 mmol) of 1-(4′-aminobiphenyl-4-sulfonyl)octahydrocyclopenta[b]pyrrole-2-carboxylic acid were dissolved in 3 ml of DMF, after which the solution was cooled down to 0° C. in an ice bath and 2.6 mmol of pyridine were added. After the mixture had been stirred at 0° C. for 15 min, 2 mmol of cyclopropylmethyl chloroformate in 3 ml of DMF were added. The reaction solution was then stirred at RT for a further 6 h. The crude product was purified using chromatographic methods.

Workup

  1. stirringThe reaction solution was then stirred at RT for a further 6 h
  2. customThe crude product was purified

Sources & evidence

ORD record
ord-52478ace38fe421b9dbb299b08b37e14
Source dataset
uspto-grants-2010_08
Patent number
US07772270B2

Reaction notes

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