Methylamine → HCID 86661278, compound

HRID 1685010Notes

Reaction equation

HRID 1685010 reaction equation
[C:1]([C:4]1[N:5]=[C:6]([NH:9][C:10]([NH:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[C:16]([Cl:21])[CH:15]=2)=[O:11])[S:7][CH:8]=1)(=O)[CH3:2].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[CH3:36][NH2:37]>O1CCCC1>[Cl:21][C:16]1[CH:15]=[C:14]([CH:19]=[CH:18][C:17]=1[Cl:20])[CH2:13][NH:12][C:10]([NH:9][C:6]1[S:7][CH:8]=[C:4]([CH:1]([NH:37][CH3:36])[CH3:2])[N:5]=1)=[O:11]

Participants

5

Reactant 3

HCID 6329MethylamineHCID 5049666Sodium triacetoxyborohydrideHCID 86661279HCID 86661279, compound

Product 1

HCID 86661278HCID 86661278, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

156 mg of 1-(4-acetylthiazol-2-yl)-3-(3,4-dichlorobenzyl)urea was dissolved in 5 ml of 2 M methylamine solution in tetrahydrofuran. To the solution, 2.0 eq. of sodium triacetoxyborohydride was added and stirred overnight at room temp. The volatile was removed by evaporation and the residue was purified by column chromatography using 0-10% gradient of 7 N ammonia/MeOH and DCM to give the title compound.

Workup

  1. customThe volatile was removed by evaporation
  2. customthe residue was purified by column chromatography

Sources & evidence

ORD record
ord-d3f993513b3f4fe79ab37ec47f30e5f7
Source dataset
uspto-grants-2012_04
Patent number
US08148380B2

Reaction notes

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