Dichloromethane → HCID 42639624, compound

HRID 1695518Notes

Reaction equation

HRID 1695518 reaction equation
[NH2:1][C:2]1[CH:6]=[N:5][N:4]([CH3:7])[C:3]=1[C:8]([NH2:10])=[O:9].ClCCl.CC(N(C)C)=O.[O:20]1[C:24]2[CH:25]=[CH:26][C:27]([C:29]3[S:30][CH:31]=[C:32]([C:34](Cl)=[O:35])[N:33]=3)=[CH:28][C:23]=2[CH2:22][CH2:21]1>CN(C)C1C=CN=CC=1.C(N(CC)CC)C>[NH2:10][C:8]([C:3]1[N:4]([CH3:7])[N:5]=[CH:6][C:2]=1[NH:1][C:34]([C:32]1[N:33]=[C:29]([C:27]2[CH:26]=[CH:25][C:24]3[O:20][CH2:21][CH2:22][C:23]=3[CH:28]=2)[S:30][CH:31]=1)=[O:35])=[O:9]

Participants

7

Reactant 4

HCID 6344DichloromethaneHCID 31374DimethylacetamideHCID 27985512-(2,3-Dihydro-1-benzofuran-5-yl)-1,3-thiazole-4-carbonyl chlorideHCID 64853424-amino-1-methyl-1H-pyrazole-5-carboxamide

Product 1

HCID 42639624HCID 42639624, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 8471TriethylamineSolvent

Procedure

4-Amino-2-methyl-2H-pyrazole-3-carboxamide (35 mg) is introduced into dichloromethane (1 ml) and dimethylacetamide (0.5 ml), and triethylamine (50 microlitres) and 4-dimethylaminopyridine (DMAP) (spatula tip) and 2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazole-4-carbonyl chloride CAS 306936-10-7 (66 mg) are added, and the mixture is left to stir at room temperature for 18.5 h. The solvent is then removed in vacuo, and preparative HPLC results in Example 2.1 as a white solid (35 mg).

Workup

  1. additionare added
  2. waitthe mixture is left
  3. customThe solvent is then removed in vacuo

Sources & evidence

ORD record
ord-3ab7ab86b02a40d3946ece4252f9f00d
Source dataset
uspto-grants-2012_04
Patent number
US08163739B2

Reaction notes

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