Benzenesulfonyl chloride → HCID 70975362, compound

HRID 628982Notes

Reaction equation

HRID 628982 reaction equation
[C:1]1([S:7](Cl)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:11]([O:13][C:14]([C:16]1[C:21]([O:22][CH2:23][CH3:24])=[C:20]([N:25]2[CH2:30][CH2:29][O:28][CH2:27][CH2:26]2)[N:19]=[C:18]([C:31]2[CH:36]=[CH:35][C:34]([NH2:37])=[CH:33][CH:32]=2)[N:17]=1)=[O:15])[CH3:12]>CCN(CC)CC.C(Cl)Cl>[CH2:11]([O:13][C:14]([C:16]1[C:21]([O:22][CH2:23][CH3:24])=[C:20]([N:25]2[CH2:26][CH2:27][O:28][CH2:29][CH2:30]2)[N:19]=[C:18]([C:31]2[CH:32]=[CH:33][C:34]([NH:37][S:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)(=[O:9])=[O:8])=[CH:35][CH:36]=2)[N:17]=1)=[O:15])[CH3:12]

Participants

5

Reactant 2

HCID 7369Benzenesulfonyl chlorideHCID 67295455HCID 67295455, compound

Product 1

HCID 70975362HCID 70975362, compoundYield 23.7%

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 6344DichloromethaneSolvent

Procedure

Phenyl sulfonyl chloride (0.02 ml, 1.3 eq.), Et3N (1 drop) was added to a stirred solution of 2-(4-amino-phenyl)-5-ethoxy-6-morpholin-4-yl-pyrimidine-4-carboxylic acid ethyl ester (40 mg, 1 eq.) in CH2Cl2 (2 ml) and the mixture was reacted overnight at r.t. The reaction mixture was extracted with EA and washed with brine. The crude was purified by chromatography to give a product (13 mg, 23.7%).

Workup

  1. customthe mixture was reacted overnight at r.t
  2. extractionThe reaction mixture was extracted with EA
  3. washwashed with brine
  4. customThe crude was purified by chromatography

Sources & evidence

ORD record
ord-013e83a8f7fe46e09a9382c4f429d1ae
Source dataset
uspto-grants-2016_04
Patent number
US09315491B2

Reaction notes

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