Triethylamine → HCID 89743531, compound

HRID 527941Notes

Reaction equation

HRID 527941 reaction equation
[CH3:1][N:2]([C@@H:10]1[CH2:14][CH2:13][N:12]([C:15]2[C:16]3[CH:23]=[CH:22][N:21]([CH2:24][O:25][CH2:26][CH2:27][Si:28]([CH3:31])([CH3:30])[CH3:29])[C:17]=3[N:18]=[CH:19][N:20]=2)[CH2:11]1)[C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[CH:5][N:4]=1.[CH2:32]([S:34](Cl)(=[O:36])=[O:35])[CH3:33].CCN(CC)CC>C(Cl)Cl>[CH3:1][N:2]([C@@H:10]1[CH2:14][CH2:13][N:12]([C:15]2[C:16]3[CH:23]=[CH:22][N:21]([CH2:24][O:25][CH2:26][CH2:27][Si:28]([CH3:30])([CH3:29])[CH3:31])[C:17]=3[N:18]=[CH:19][N:20]=2)[CH2:11]1)[C:3]1[N:4]=[CH:5][C:6]([NH:9][S:34]([CH2:32][CH3:33])(=[O:36])=[O:35])=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 11667Ethanesulfonyl chlorideHCID 68027541HCID 68027541, compound

Product 1

HCID 89743531HCID 89743531, compoundYield 42%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (R)—N2-methyl-N-{1-[7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-pyrrolidin-3-yl}-pyridine-2,5-diamine (0.25 mmol) in DCM (5 mL) were subsequently added ethanesulfonyl chloride (0.3 mmol) and Et3N (0.3 mmol). The solution was stirred at the ambient temperature for 18 hours and then concentrated. The crude product was purified by preparative TLC to give the title compound in 42% yield.

Workup

  1. concentrationconcentrated
  2. customThe crude product was purified by preparative TLC

Sources & evidence

ORD record
ord-c454c2a910a34210bdcd247963ef7e4f
Source dataset
uspto-grants-2016_05
Patent number
US09346810B2

Reaction notes

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