2-Amino-2-methyl-1-propanol → HCID 59639558, compound

HRID 556638Notes

Reaction equation

HRID 556638 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][C:32]([CH3:36])([CH3:35])[CH2:33][OH: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][C:32]([CH3:36])([CH3:35])[CH2:33][OH:34])[N:13]=2)=[C:4]([CH3:30])[CH:3]=1

Participants

3

Reactant 2

HCID 118072-Amino-2-methyl-1-propanolHCID 59639608HCID 59639608, compound

Product 1

HCID 59639558HCID 59639558, compoundYield 11.1%

Procedure

Following the general procedure outlined in Example 126, the product of Example 121 (222 mg, 0.52 mmol) and 2-amino-2-methyl-1-propanol (0.25 mL, 2.62 mmol) were reacted to give the crude material. Purification by Flash chromatography eluting with dichloromethane/ethanol/triethylamine (100/1/2, v/v/v), followed by preparative HPLC, eluting with acetonitrile/H2O (10/90, v/v to 90/10, v/v, over 10 min), gave the desired product 25 mg (11%). LC-MS: 433.4 (MH+, m/z), 2.10 (Rt, min).

Workup

  1. customto give the crude material
  2. customPurification by Flash chromatography
  3. washeluting with dichloromethane/ethanol/triethylamine (100/1/2, v/v/v)
  4. washeluting with acetonitrile/H2O (10/90

Sources & evidence

ORD record
ord-a21cea6087ec47d8a42f84b680bd891f
Source dataset
uspto-grants-2011_11
Patent number
US08058282B2

Reaction notes

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