tert-Butyl methyl ether → HCID 24815279, compound

HRID 1643347Notes

Reaction equation

HRID 1643347 reaction equation
[C:1]([N:8]1[CH:12]=[CH:11][N:10]=[CH:9]1)([N:3]1[CH:7]=[CH:6]N=[CH:4]1)=[O:2].N1CC[CH:16]([N:19]2[CH2:25][CH2:24][C:23]3[CH:26]=[CH:27][CH:28]=[CH:29][C:22]=3[NH:21][C:20]2=[O:30])[CH2:15]C1.C(OC)(C)(C)C>CN(C)C=O>[N:8]1([C:1]([N:3]2[CH2:4][CH2:15][CH:16]([N:19]3[CH2:25][CH2:24][C:23]4[CH:26]=[CH:27][CH:28]=[CH:29][C:22]=4[NH:21][C:20]3=[O:30])[CH2:6][CH2:7]2)=[O:2])[CH:12]=[CH:11][N:10]=[CH:9]1

Participants

5

Reactant 3

HCID 15413tert-Butyl methyl ether2×HCID 682631,1'-CarbonyldiimidazoleHCID 113795873-(Piperidin-4-yl)-4,5-dihydro-1H-benzo[d][1,3]diazepin-2(3H)-one

Product 1

HCID 24815279HCID 24815279, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

10 g (44.8 mmol) of carbonyldiimidazole (I) are in 40 mL dimethylformamide at 40 to 50° C. dissolved. Then 10.0 g (40.8 mmol) of 1,3,4,5-tetrahydro-3-(4-piperidinyl)-2H-1,3-benzodiazepin-2-one (H) are added batchwise. The suspension formed is liquefied by the addition of 40 mL tert.butyl-methylether and cooled to ambient temperature. After the addition of another 40 mL tert.butyl-methylether the suspension is filtered, the isolated solid is washed with 100 mL tert.butyl-methylether and dried.

Workup

  1. dissolutiondissolved
  2. customThe suspension formed
  3. filtrationis filtered
  4. washthe isolated solid is washed with 100 mL tert.butyl-methylether
  5. customdried

Sources & evidence

ORD record
ord-08848d3ff40448dca453e7f7bc8d322d
Source dataset
uspto-grants-2012_02
Patent number
US08119797B2

Reaction notes

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