Ethyl orthopropionate → HCID 86725415, compound

HRID 1503884Notes

Reaction equation

HRID 1503884 reaction equation
[C:1]([C:4]1[C:5]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([CH:21]3[CH2:26][CH2:25][N:24]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:23][CH2:22]3)=[CH:17][C:16]=2[Cl:34])=[N:6][C:7]([S:12][CH3:13])=[N:8][C:9]=1[NH:10][NH2:11])(=[O:3])[NH2:2].C(O[C:38](OCC)(OCC)[CH2:39][CH3:40])C>>[C:1]([C:4]1[C:9]2[N:8]([C:38]([CH2:39][CH3:40])=[N:11][N:10]=2)[C:7]([S:12][CH3:13])=[N:6][C:5]=1[NH:14][C:15]1[CH:20]=[CH:19][C:18]([CH:21]2[CH2:22][CH2:23][N:24]([C:27]([O:29][C:30]([CH3:31])([CH3:33])[CH3:32])=[O:28])[CH2:25][CH2:26]2)=[CH:17][C:16]=1[Cl:34])(=[O:3])[NH2:2]

Participants

3

Reactant 2

HCID 66995Ethyl orthopropionateHCID 86725413HCID 86725413, compound

Product 1

HCID 86725415HCID 86725415, compound

Procedure

To a solution of the product of Example 55B (250 mg, 0.49 mmol) was added 1,1,1-triethoxypropane (3 mL) and the mixture was stirred at ambient temperature for 1 hour and heated at 55° C. for 5 hours. After cooling, 90/10 petroleum ether/ethyl acetate was added and the precipitate was collected. The solid was washed with petroleum ether and dried under vacuum to give the title compound. MS: 546 (M+H+).

Workup

  1. temperatureheated at 55° C. for 5 hours
  2. temperatureAfter cooling
  3. customthe precipitate was collected
  4. washThe solid was washed with petroleum ether
  5. customdried under vacuum

Sources & evidence

ORD record
ord-0ed910a5b84941c0ae1e9db89642bbf5
Source dataset
uspto-grants-2015_12
Patent number
US09212192B2

Reaction notes

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