Triethylamine → HCID 67284343, compound

HRID 1036592Notes

Reaction equation

HRID 1036592 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]2[NH:14][C:15]([C:24]3[CH:29]=[CH:28][N:27]=[C:26]([NH2:30])[N:25]=3)=[C:16]([C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([NH2:23])[CH:18]=3)[C:10]=2[C:9]1=[O:31])=[O:7])([CH3:4])([CH3:3])[CH3:2].[F:32][C:33]1[CH:34]=[C:35]([S:39](Cl)(=[O:41])=[O:40])[CH:36]=[CH:37][CH:38]=1.[CH2:43](N(CC)CC)C>ClCCl>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]2[N:14]([CH3:43])[C:15]([C:24]3[CH:29]=[CH:28][N:27]=[C:26]([NH2:30])[N:25]=3)=[C:16]([C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([NH:23][S:39]([C:35]4[CH:36]=[CH:37][CH:38]=[C:33]([F:32])[CH:34]=4)(=[O:41])=[O:40])[CH:18]=3)[C:10]=2[C:9]1=[O:31])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 27342583-Fluorobenzenesulfonyl ChlorideHCID 67284280HCID 67284280, compound

Product 1

HCID 67284343HCID 67284343, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 3-(3-amino-phenyl)-2-(2-amino-pyrimidin-4-yl)-4-oxo-1,4,6,7-tetra-hydro-pyrrolo[3,2-c]pyridine-5-carboxylic acid tert-butyl ester (30 mg, 0.070 mmol) (prepared as described in Example 1) in dichloromethane (1 mL), 3-fluoro-benzene-sulfonyl chloride (0.010 mL, 0.077 mmol) and a drop of triethylamine were added. The mixture was stirred until disappearance of the starting material. The solvent was evaporated and the residue was suspended in diethylether and filtered to give 20 mg of 2-(2-amino-pyrimidin-4-yl)-3-[3-(3-fluoro-benzenesulfonylamino)-phenyl]-1-methyl-4-oxo-1,4,6,7-tetrahydro-pyrrolo[3,2-c]pyridine-5-carboxylic acid tert-butyl ester. (y: 50%)

Workup

  1. customThe solvent was evaporated
  2. filtrationfiltered

Sources & evidence

ORD record
ord-6a98fe2146f842bbac826ce8d1b4ecb6
Source dataset
uspto-grants-2013_10
Patent number
US08546413B2

Reaction notes

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