Dimethylformamide → HCID 178513013, compound

HRID 1599922Notes

Reaction equation

HRID 1599922 reaction equation
[NH2:1][CH2:2][CH2:3][O:4][CH2:5][C:6]1[CH:29]=[CH:28][C:9]([C:10]([NH:12][CH2:13][C@H:14]([NH:18][S:19]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)(=[O:21])=[O:20])[C:15]([OH:17])=[O:16])=[O:11])=[CH:8][CH:7]=1.CC[N:32]([CH:36](C)C)C(C)C.C[N:40](C=O)C>>[NH:1]([CH2:2][CH2:3][O:4][CH2:5][C:6]1[CH:7]=[CH:8][C:9]([C:10]([NH:12][CH2:13][C@H:14]([NH:18][S:19]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)(=[O:21])=[O:20])[C:15]([OH:17])=[O:16])=[O:11])=[CH:28][CH:29]=1)[C:36]([NH2:32])=[NH:40]

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 81531DiisopropylethylamineHCID 15850751HCID 15850751, compound

Product 1

HCID 178513013HCID 178513013, compound

Procedure

Amine 15-5 (40 mg, 0.095 mmol), PCA·HCl (15 mg, 0.10 mmol), and DIPEA (35 mL, 0.20 mmol) were combined in 1 mL DMF and heated at 50° for 16 h. Concentration, and flash chromatography (silica, 20:1:1 EtOH/NH4OH/H2O) provided 15-6 as a white solid.

Workup

  1. temperatureheated at 50° for 16 h
  2. concentrationConcentration, and flash chromatography (silica, 20:1:1 EtOH/NH4OH/H2O)

Sources & evidence

ORD record
ord-c2e4eaa1a12940b88abdcbfc5ca5a030
Source dataset
uspto-grants-1998_04
Patent number
US05741796

Reaction notes

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