Ethylamine → HCID 59639667, compound

HRID 556639Notes

Reaction equation

HRID 556639 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]3[CH:21]=[CH:20][C:19](=[O:22])[N:18]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=4[CH3:29])[C:10]=3[N:11]=[C:12](S(C)(=O)=O)[N:13]=2)=[C:4]([CH3:30])[CH:3]=1.[CH2:31]([NH2:33])[CH3:32]>>[CH2:31]([NH:33][C:12]1[N:13]=[C:8]([C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][C:4]=2[CH3:30])[C:9]2[CH:21]=[CH:20][C:19](=[O:22])[N:18]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[CH3:29])[C:10]=2[N:11]=1)[CH3:32]

Participants

3

Reactant 2

HCID 6341EthylamineHCID 59639608HCID 59639608, compound

Product 1

HCID 59639667HCID 59639667, compoundYield 82.2%

Procedure

Following the general procedure outlined in Example 126, the product of Example 121 (200 mg, 0.47 mmol), and ethylamine (1.18 mL, 2.36 mmol) were reacted to give the crude material. Purification by flash chromatography eluting with EtOAc/hexane/triethylamine (30/70/2, v/v/v), followed by recrystallization from dichloromethane and hexane, gave the desired product 150 mg (82%). LC-MS: 389.2 (MH+, m/z), 2.39 (Rt, min).

Workup

  1. customto give the crude material
  2. customPurification by flash chromatography
  3. washeluting with EtOAc/hexane/triethylamine (30/70/2, v/v/v)
  4. customfollowed by recrystallization from dichloromethane and hexane

Sources & evidence

ORD record
ord-0adc90f57c07403d9f67143ed9723e03
Source dataset
uspto-grants-2011_11
Patent number
US08058282B2

Reaction notes

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