Dichloromethane → HCID 178518590, compound

HRID 538042Notes

Reaction equation

HRID 538042 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]([C@H:16]2[CH2:21][CH2:20][C@H:19]([CH2:22][N:23]3[C:32](=[O:33])[C:31]4[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=4)[NH:25][C:24]3=[O:34])[CH2:18][CH2:17]2)=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C.C(Cl)Cl>>[N:11]1([C:14]([C@H:16]2[CH2:21][CH2:20][C@H:19]([CH2:22][N:23]3[C:32](=[O:33])[C:31]4[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=4)[NH:25][C:24]3=[O:34])[CH2:18][CH2:17]2)=[O:15])[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1

Participants

3

Reactant 2

HCID 6344DichloromethaneHCID 178452363HCID 178452363, compound

Product 1

HCID 178518590HCID 178518590, compoundYield 63%

Procedure

To a solution of 4-[trans-4-(2,4-Dioxo-1,4-dihydro-2H-quinazolin-3-ylmethyl)cyclohexanecarbonyl]-piperazine-1-carboxylic acid tert-butyl ester (1.16 g, 2.5 mmol) in DCM (10 mL) H2SO4 (0.26 mL, 5 mmol) was added and the reaction was stirred at room temperature for 18 hours. The reaction mixture was washed with 10 mL of 0.4 M solution Na2CO3 and the organic phase was collected and concentrated under reduced pressure. 0.57 g of the titled compound were obtained (yield 63%).

Workup

  1. washThe reaction mixture was washed with 10 mL of 0.4 M solution Na2CO3
  2. customthe organic phase was collected
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-543fbcac89be49f7a3059d314a65fb97
Source dataset
uspto-grants-2014_10
Patent number
US08865704B2

Reaction notes

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