Benzylamine → HCID 178442043, compound

HRID 887686Notes

Reaction equation

HRID 887686 reaction equation
[CH3:1]/[CH:2]=[CH:3]/[CH:4]=[CH:5]/[C:6]1[NH:16][C:14](=[O:15])[C:13]2[C:8](=[CH:9][C:10]3[CH2:20][CH2:19][C:18]4([C:29](=[O:30])[C:28]5[C:23](=[C:24]([OH:40])[C:25]6[C:36](=[O:37])[CH:35]=[C:34](OC)[C:32](=[O:33])[C:26]=6[C:27]=5[OH:31])[C:21]4=[O:22])[C:11]=3[C:12]=2[OH:17])[CH:7]=1.[CH2:41]([NH2:48])[C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1.C(#N)C.O>CN(C=O)C>[OH:31][C:27]1[C:26]2[C:32](=[O:33])[C:34]([NH:48][CH2:41][C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=3)=[CH:35][C:36](=[O:37])[C:25]=2[C:24]([OH:40])=[C:23]2[C:21](=[O:22])[C@:18]3([C:11]4[C:12]([OH:17])=[C:13]5[C:8]([CH:7]=[C:6](/[CH:5]=[CH:4]/[CH:3]=[CH:2]/[CH3:1])[NH:16][C:14]5=[O:15])=[CH:9][C:10]=4[CH2:20][CH2:19]3)[C:29](=[O:30])[C:28]=12

Participants

5

Reactant 3

HCID 7504BenzylamineHCID 18373917Acetonitrile--water (1/1)HCID 178442045HCID 178442045, compound

Product 1

HCID 178442043HCID 178442043, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Twenty (20) mg (37.1 μmol) fredericamycin are dissolved in 1 ml DMF under argon, then 4.76 mg (44.50 μmol) benzylamine are added at room temperature. According to HPLC (RP18, acetonitrile/water), a homogenous new product has formed after 3 h. The reaction mixture is concentrated at high vacuum until dry.

Workup

  1. customa homogenous new product has formed after 3 h
  2. concentrationThe reaction mixture is concentrated at high vacuum
  3. customuntil dry

Sources & evidence

ORD record
ord-2032a8d3d5624acdb9ec33c71b557392
Source dataset
uspto-grants-2012_08
Patent number
US08247424B2

Reaction notes

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