Ammonia → HCID 18759802, compound

HRID 432591Notes

Reaction equation

HRID 432591 reaction equation
[C:1]([CH2:4][NH:5][C:6]([NH:8][CH2:9][C:10]1[CH:28]=[CH:27][C:13]([C:14]([N:16]2[C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=3[CH2:20][CH2:19][CH2:18][CH2:17]2)=[O:15])=[CH:12][C:11]=1[CH3:29])=[O:7])(O)=[O:2].OC1C2N=N[NH:36]C=2C=CC=1.N>ClCCl>[NH2:36][C:1](=[O:2])[CH2:4][NH:5][C:6]([NH:8][CH2:9][C:10]1[CH:28]=[CH:27][C:13]([C:14]([N:16]2[C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=3[CH2:20][CH2:19][CH2:18][CH2:17]2)=[O:15])=[CH:12][C:11]=1[CH3:29])=[O:7]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 15896092HCID 15896092, compoundHCID 178418300HCID 178418300, compound

Product 1

HCID 18759802HCID 18759802, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the carboxylic acid from Example 6 (0.10 g, 0.25 mmol) in dichloromethane (20 ml) were added hydroxybenzotriazole (34 mg, 0.25 mmol) and WSCDI (51 mg, 0.25 mmol). The mixture was stirred at room temperature for 10 min. Ammonia 880 (0.5 ml) was then added and stirring continued for a further 16 h. The mixture was concentrated in vacuo and the residue purified by flash chromatography on silica (eluant ethyl acetate) to give a white solid; yield 0.008 g (8%).

Workup

  1. stirringstirring
  2. waitcontinued for a further 16 h
  3. concentrationThe mixture was concentrated in vacuo
  4. customthe residue purified by flash chromatography on silica (eluant ethyl acetate)
  5. customto give a white solid

Sources & evidence

ORD record
ord-ac2f4aab6a0a4b1494f217ef4d5b436e
Source dataset
uspto-grants-2003_12
Patent number
US06664249B1

Reaction notes

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