Triethylamine → HCID 58266606, compound

HRID 1505840Notes

Reaction equation

HRID 1505840 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[C:6]([O:10][C:11]([N:13]1[C:17]2[CH:18]=[N:19][C:20]([C:22]#[N:23])=[CH:21][C:16]=2[C:15]2[CH:24]=[C:25]([C:28]3[CH:33]=[CH:32][C:31]([CH2:34][OH:35])=[CH:30][CH:29]=3)[CH:26]=[N:27][C:14]1=2)=[O:12])([CH3:9])([CH3:8])[CH3:7].C(N(CC)CC)C>C(Cl)Cl>[C:6]([O:10][C:11]([N:13]1[C:17]2[CH:18]=[N:19][C:20]([C:22]#[N:23])=[CH:21][C:16]=2[C:15]2[CH:24]=[C:25]([C:28]3[CH:29]=[CH:30][C:31]([CH2:34][O:35][S:2]([CH3:1])(=[O:4])=[O:3])=[CH:32][CH:33]=3)[CH:26]=[N:27][C:14]1=2)=[O:12])([CH3:9])([CH3:7])[CH3:8]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 58266680HCID 58266680, compound

Product 1

HCID 58266606HCID 58266606, compoundYield 130.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Methanesulfonyl chloride (60 μL, 0.70 mmol) was added to a solution of 6-cyano-3-(4-hydroxymethyl-phenyl)-dipyrido[2,3-b;4′,3′-d]pyrrole-9-carboxylic acid tert-butyl ester (224 mg, 0.60 mmol) and triethylamine (110 μL, 0.80 mmol) in DCM (20 mL). The mixture was allowed to warm to ambient temperature and stirred for 2 h. The mixture was diluted with DCM (200 mL) and washed with water (100 mL). The organic phase was separated, dried over anhydrous sodium sulfate, filtered and evaporated in vacuo to afford the title compound as yellow oil (374 mg, 99%).

Workup

  1. washwashed with water (100 mL)
  2. customThe organic phase was separated
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-8ac39b7537374e9d841a4804891b10b7
Source dataset
uspto-grants-2015_12
Patent number
US09216980B2

Reaction notes

Loading…