Triethylamine → HCID 18986138, compound

HRID 2211201Notes

Reaction equation

HRID 2211201 reaction equation
I.CS[C:4]([C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13](=[O:29])[NH:14][C:15]([C:17]2[CH:28]=[CH:27][C:20]([O:21][CH2:22][C:23]([O:25]C)=[O:24])=[CH:19][CH:18]=2)=[O:16])=[CH:8][CH:7]=1)=[NH:5].C([N:32](CC)CC)C>CO.O>[C:4]([C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13](=[O:29])[NH:14][C:15]([C:17]2[CH:28]=[CH:27][C:20]([O:21][CH2:22][C:23]([OH:25])=[O:24])=[CH:19][CH:18]=2)=[O:16])=[CH:8][CH:7]=1)(=[NH:32])[NH2:5]

Participants

5

Reactant 2

HCID 8471TriethylamineHCID 131719172HCID 131719172, compound

Product 1

HCID 18986138HCID 18986138, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a stirred suspension of the product of Example 1 (100 mg) in methanol (25 ml) was added a 1% (by volume) solution of triethylamine in water (25 ml). The reaction mixture was stirred at ambient temperature for 24 hours and filtered. The collected solid was washed thoroughly with methanol and dried to give the title compound (60 mg) as a cream solid; m.p. 285°-288° C. (decomposes); NMR Spectrum (TFA+DMSO-d6) 4.90 (2H, s), 7.14 (2H, d), 7.90 (8H, m), 8.07 (2H, d); Mass Spectrum m/Z 357 (M+H)+ ; Elemental Analysis: calculated for C17H16N4O5 : C, 53.5%; H, 4.97%; N, 14.7; found: C, 53.6%; H, 4.8%; N, 14.6%.

Workup

  1. filtrationfiltered
  2. washThe collected solid was washed thoroughly with methanol
  3. customdried

Sources & evidence

ORD record
ord-512348266181414fb94ec927c2bccc66
Source dataset
uspto-grants-1995_10
Patent number
US05463011

Reaction notes

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