2,2-Dimethyl-2,3-dihydro-1-benzofuran-7-sulfonyl isocyanate → N-[(4-Cyclopropyl-6-methylpyrimidin-2-yl)amino-carbonyl]-2,3-dihydro-2,2-dimethyl-7-benzofuransulfonamide

HRID 280473Notes

Reaction equation

HRID 280473 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([CH:8]2[CH2:10][CH2:9]2)[CH:5]=[C:4]([CH3:11])[N:3]=1.[CH3:12][C:13]1([CH3:28])[CH2:17][C:16]2[CH:18]=[CH:19][CH:20]=[C:21]([S:22]([N:25]=[C:26]=[O:27])(=[O:24])=[O:23])[C:15]=2[O:14]1>C(Cl)Cl>[CH:8]1([C:6]2[CH:5]=[C:4]([CH3:11])[N:3]=[C:2]([NH:1][C:26]([NH:25][S:22]([C:21]3[C:15]4[O:14][C:13]([CH3:28])([CH3:12])[CH2:17][C:16]=4[CH:18]=[CH:19][CH:20]=3)(=[O:23])=[O:24])=[O:27])[N:7]=2)[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 134241822,2-Dimethyl-2,3-dihydro-1-benzofuran-7-sulfonyl isocyanateHCID 136726584-Cyclopropyl-6-methyl-2-pyrimidinamine

Product 1

HCID 13672659N-[(4-Cyclopropyl-6-methylpyrimidin-2-yl)amino-carbonyl]-2,3-dihydro-2,2-dimethyl-7-benzofuransulfonamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a suspension of 0.47 g of 2-amino-4-cyclopropyl-6-methylpyrimidine in 15 ml of methylene chloride is added one g of the sulfonyl isocyanate prepared in Example 4. After stirring at room temperature overnight, the suspension is concentratd in vacuo, and the residue is triturated with 1-chlorobutane and filtered to give the subject compound.

Workup

  1. customthe residue is triturated with 1-chlorobutane
  2. filtrationfiltered
  3. customto give the subject compound

Sources & evidence

ORD record
ord-555614d31df54a30b1fd10a02b3866f4
Source dataset
uspto-grants-1986_05
Patent number
US04589909

Reaction notes

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