Ethylamine → HCID 59639667, compound

HRID 2357297Notes

Reaction equation

HRID 2357297 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-4b2ebf82fea047c1b5b0cfa80c5817b2
Source dataset
uspto-grants-2010_07
Patent number
US07759486B2

Reaction notes

Loading…