2-Propanol, 1-amino-2-methyl- → HCID 59639580, compound

HRID 2357321Notes

Reaction equation

HRID 2357321 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.[NH2:31][CH2:32][C:33]([CH3:36])([OH:35])[CH3:34]>>[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]([NH:31][CH2:32][C:33]([OH:35])([CH3:36])[CH3:34])[N:13]=2)=[C:4]([CH3:30])[CH:3]=1

Participants

3

Reactant 2

HCID 951022-Propanol, 1-amino-2-methyl-HCID 59639608HCID 59639608, compound

Product 1

HCID 59639580HCID 59639580, compoundYield 79.3%

Procedure

Following the general procedure outlined in Example 225, the product of Example 121 (120 mg, 0.28 mmol) and 1-amino-2-methyl-2-propanol (76 mg, 0.85 mmol) were reacted to give the crude material. Purification by flash chromatography eluting with EtOAc/hexane/triethylamine (50/50/2, v/v/v), followed by recrystallization from dichloromethane and hexane, afforded the desired product 96 mg (79%). LC-MS: 433.4 (MH+, m/z), 1.87 (Rt, min).

Workup

  1. customto give the crude material
  2. customPurification by flash chromatography
  3. washeluting with EtOAc/hexane/triethylamine (50/50/2, v/v/v)
  4. customfollowed by recrystallization from dichloromethane and hexane

Sources & evidence

ORD record
ord-242d1ca8bac0467e94b240f4a40f3ba8
Source dataset
uspto-grants-2010_07
Patent number
US07759486B2

Reaction notes

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