Triethylamine → HCID 178524788, compound

HRID 1970026Notes

Reaction equation

HRID 1970026 reaction equation
Cl[S:2]([C:5]1[CH:14]=[CH:13][C:12]2[NH:11][C:10](=[O:15])[C:9]3[NH:16][CH:17]=[C:18]([C:19]([OH:21])=[O:20])[C:8]=3[C:7]=2[CH:6]=1)(=[O:4])=[O:3].C(N(CC)CC)C.[CH:29]1([NH:32][CH2:33][C:34]2[N:35]=[CH:36][N:37](C(OC(C)(C)C)=O)[CH:38]=2)[CH2:31][CH2:30]1>>[CH:29]1([N:32]([CH2:33][C:34]2[N:35]=[CH:36][NH:37][CH:38]=2)[S:2]([C:5]2[CH:14]=[CH:13][C:12]3[NH:11][C:10](=[O:15])[C:9]4[NH:16][CH:17]=[C:18]([C:19]([OH:21])=[O:20])[C:8]=4[C:7]=3[CH:6]=2)(=[O:4])=[O:3])[CH2:31][CH2:30]1

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 451210688-chlorosulfonyl-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-carboxylic acidHCID 68564571HCID 68564571, compound

Product 1

HCID 178524788HCID 178524788, compound

Procedure

8-[Cyclopropyl-(1H-imidazol-4-ylmethyl)-sulfamoyl]-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-carboxylic acid is prepared according to synthesis 178, from 284 mg (0.87 mmol) of 8-chlorosulfonyl-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-carboxylic acid, 605 μL (4.35 mmol) of triethylamine and 309 mg (1.3 mmol) of cyclopropyl-(1-tert-butoxycarbonyl-1H-imidazol-4-ylmethyl)-amine to give, after purification by precipitation and trituration in water, 350 mg (76%) of 8-[cyclopropyl-(1H-imidazol-4-ylmethyl)-sulfamoyl]-4-oxo-4,5-dihydro-3H -pyrrolo[2,3-c]quinoline-1-carboxylic acid in the form of a beige solid.

Workup

  1. customto give
  2. customafter purification
  3. customby precipitation and trituration in water

Sources & evidence

ORD record
ord-db3f752984e742298e3c237a3fa8da67
Source dataset
uspto-grants-2013_04
Patent number
US08426437B2

Reaction notes

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