Triethylamine → HCID 57633187, compound

HRID 2108761Notes

Reaction equation

HRID 2108761 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([NH:11][C:12]2[S:13][CH:14]=[C:15]([C:17]3[C:25]4[C:20](=[N:21][CH:22]=[CH:23][CH:24]=4)[NH:19][CH:18]=3)[N:16]=2)=[O:10])[CH:5]=[CH:6][CH:7]=1.[Cl:26][CH2:27][CH2:28][CH2:29][S:30](Cl)(=[O:32])=[O:31].C(N(CC)CC)C>CN(C=O)C.CCOC(C)=O>[Cl:26][CH2:27][CH2:28][CH2:29][S:30]([NH:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([NH:11][C:12]2[S:13][CH:14]=[C:15]([C:17]3[C:25]4[C:20](=[N:21][CH:22]=[CH:23][CH:24]=4)[NH:19][CH:18]=3)[N:16]=2)=[O:10])[CH:5]=[CH:6][CH:7]=1)(=[O:32])=[O:31]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 154103-Chloropropanesulphonyl chlorideHCID 57633117HCID 57633117, compound

Product 1

HCID 57633187HCID 57633187, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

2-(3-Amino-phenyl)-N-[4-(1H-pyrrolo[2,3-b]pyridin-3-yl)-thiazol-2-yl]-acetamide (100 mg, 0.28 mmol) was dissolved in DMF (5 mL) and 3-chloro-propane-1-sulfonyl chloride (1 eq, 35 □L) was added followed by triethylamine (2 eq, 80 □L). The reaction mixture was stirred at RT for 3 hours and then diluted with EtOAc and extracted with water. The organic layer was dried and concentrated to give brown oil, which was used without further purification.

Workup

  1. extractionextracted with water
  2. customThe organic layer was dried
  3. concentrationconcentrated
  4. customto give brown oil, which
  5. customwas used without further purification

Sources & evidence

ORD record
ord-81ef214a0a3746a69c7acd0ad4f48869
Source dataset
uspto-grants-2009_04
Patent number
US07514448B2

Reaction notes

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