Water → 4-(2,4-dichlorophenyl)-5-methyl-2-{N-[alpha-cyclopropyl-4-(hydroxymethyl)benzyl]N-propylamino}thiazole

HRID 399631Notes

Reaction equation

HRID 399631 reaction equation
B.[Cl:2][C:3]1[CH:8]=[C:7]([Cl:9])[CH:6]=[CH:5][C:4]=1[C:10]1[N:11]=[C:12]([N:16]([CH:20]([CH2:30][CH2:31][CH3:32])[C:21]2[CH:26]=[CH:25][C:24]([C:27](O)=[O:28])=[CH:23][CH:22]=2)[CH2:17][CH2:18][CH3:19])[S:13][C:14]=1[CH3:15].O.C(=O)([O-])[O-].[K+].[K+]>O1CCCC1.CO>[Cl:2][C:3]1[CH:8]=[C:7]([Cl:9])[CH:6]=[CH:5][C:4]=1[C:10]1[N:11]=[C:12]([N:16]([CH:20]([CH:30]2[CH2:32][CH2:31]2)[C:21]2[CH:22]=[CH:23][C:24]([CH2:27][OH:28])=[CH:25][CH:26]=2)[CH2:17][CH2:18][CH3:19])[S:13][C:14]=1[CH3:15]

Participants

7

Reactant 4

HCID 962WaterHCID 6331BoraneHCID 11430Potassium CarbonateHCID 18967756HCID 18967756, compound

Product 1

HCID 152916114-(2,4-dichlorophenyl)-5-methyl-2-{N-[alpha-cyclopropyl-4-(hydroxymethyl)benzyl]N-propylamino}thiazole

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

2 ml of 1N borane solution in tetrahydrofuran are added, at -7° C., to 403 mg of the compound of Example 1 in 15 ml of anhydrous tetrahyrofuran, and the mixture is then left stirring overnight. 10 ml of water and 2 ml of methanol are then added in the presence of potassium carbonate. The reaction mixture is evaporated to dryness under vacuum.

Workup

  1. waitthe mixture is then left
  2. customThe reaction mixture is evaporated to dryness under vacuum

Sources & evidence

ORD record
ord-8a18c9f2dbc14621901bed39c1eb2648
Source dataset
uspto-grants-1998_10
Patent number
US05821255

Reaction notes

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