2-Amino-2-methyl-1,3-propanediol → HCID 59639534, compound

HRID 2250078Notes

Reaction equation

HRID 2250078 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[F: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]([CH3:37])([CH2:35][OH:36])[CH2:33][OH:34]>C1COCC1>[OH:34][CH2:33][C:32]([NH:31][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[F:29])[C:10]=2[N:11]=1)([CH3:37])[CH2:35][OH:36]

Participants

4

Reactant 2

HCID 15312-Amino-2-methyl-1,3-propanediolHCID 10113314HCID 10113314, compound

Product 1

HCID 59639534HCID 59639534, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The product of Example 59 (200 mg, 0.47 mmol) and 2-amino-2-methyl-1,3-propanediol (105 mg, 1 mmol) were combined in THF (10 mL) and stirred under Ar at 50° for 3 days. The solvents were removed in vacuo, and the residue was flash chromatographed with 0-25% EtOAc/CH2Cl2 Recrystallization from CH2Cl2/hexane gave the title compound as a white-crystalline solid. mp 160-162°, LC MS m/z=453 (MH+) Retention time=1.75 min.

Workup

  1. customThe solvents were removed in vacuo
  2. customchromatographed with 0-25% EtOAc/CH2Cl2 Recrystallization from CH2Cl2/hexane

Sources & evidence

ORD record
ord-ef45067b48ce498f888bf13a375d1ae2
Source dataset
uspto-grants-2008_01
Patent number
US07314934B2

Reaction notes

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