Methanesulfonyl chloride → HCID 53345537, compound

HRID 1465015Notes

Reaction equation

HRID 1465015 reaction equation
[CH:1]1([NH:4][C:5]2[C:6]3[S:13][CH:12]=[C:11]([C:14]([NH:16][C:17]4[CH:22]=[C:21]([C:23](=[O:37])[NH:24][C:25]5[CH:30]=[CH:29][C:28]([CH2:31][OH:32])=[C:27]([C:33]([F:36])([F:35])[F:34])[CH:26]=5)[CH:20]=[CH:19][C:18]=4[CH3:38])=[O:15])[C:7]=3[N:8]=[CH:9][N:10]=2)[CH2:3][CH2:2]1.[CH3:39][S:40](Cl)(=[O:42])=[O:41]>C(Cl)Cl>[CH3:39][S:40]([O:32][CH2:31][C:28]1[CH:29]=[CH:30][C:25]([NH:24][C:23](=[O:37])[C:21]2[CH:20]=[CH:19][C:18]([CH3:38])=[C:17]([NH:16][C:14]([C:11]3[C:7]4[N:8]=[CH:9][N:10]=[C:5]([NH:4][CH:1]5[CH2:3][CH2:2]5)[C:6]=4[S:13][CH:12]=3)=[O:15])[CH:22]=2)=[CH:26][C:27]=1[C:33]([F:35])([F:34])[F:36])(=[O:42])=[O:41]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 53345536HCID 53345536, compound

Product 1

HCID 53345537HCID 53345537, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

4-(Cyclopropylamino)-N-(5-(4-(hydroxymethyl)-3-(trifluoromethyl)phenylcarbamoyl)-2-methylphenyl)thieno[3,2-d]pyrimidine-7-carboxamide (300 mg, 0.554 mmol) was dissolved in DCM (2.5 mL), and TEA (0.15 mL, 1.11 mmol) was added thereto. Methanesulfonyl chloride (66 μL, 0.83 mmol) was added to the reaction mixture at 0° C. The reaction mixture was stirred for 6 hours and diluted with DCM (10 mL). The organic layer was washed with brine, dried with MgSO4, filtered and concentrated under reduced pressure to obtain the title compound without further purification.

Workup

  1. washThe organic layer was washed with brine
  2. dry with materialdried with MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ac7bb8da612749b19ef02639db916de7
Source dataset
uspto-grants-2015_04
Patent number
US08999973B2

Reaction notes

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