Ethylamine → HCID 59639667, compound

HRID 2250090Notes

Reaction equation

HRID 2250090 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-d230f9f6b688487387c3f12d8f45da6c
Source dataset
uspto-grants-2008_01
Patent number
US07314934B2

Reaction notes

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