HCID 86653257, compound → HCID 86653256, compound

HRID 444621Notes

Reaction equation

HRID 444621 reaction equation
C([O:8][C:9]1[C:14](=[O:15])[CH:13]=[CH:12][O:11][C:10]=1[CH:16]([NH:53][C:54](=[O:62])[C:55]1[CH:60]=[CH:59][CH:58]=[CH:57][C:56]=1[CH3:61])[CH2:17][C:18]([C:38]1[O:39][CH:40]=[CH:41][C:42](=[O:52])[C:43]=1[O:44]CC1C=CC=CC=1)([C:23]1[O:24][CH:25]=[CH:26][C:27](=[O:37])[C:28]=1[O:29]CC1C=CC=CC=1)[NH:19][C:20]([OH:22])=[O:21])C1C=CC=CC=1>C(O)(=O)C.Cl>[OH:8][C:9]1[C:14](=[O:15])[CH:13]=[CH:12][O:11][C:10]=1[CH:16]([NH:53][C:54](=[O:62])[C:55]1[CH:60]=[CH:59][CH:58]=[CH:57][C:56]=1[CH3:61])[CH2:17][C:18]([C:23]1[O:24][CH:25]=[CH:26][C:27](=[O:37])[C:28]=1[OH:29])([C:38]1[O:39][CH:40]=[CH:41][C:42](=[O:52])[C:43]=1[OH:44])[NH:19][C:20]([OH:22])=[O:21]

Participants

4

Reactant 1

HCID 86653257HCID 86653257, compound

Product 1

HCID 86653256HCID 86653256, compoundYield 114.7%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 313Hydrochloric AcidSolvent

Procedure

A solution of 4c (0.20 g, 0.20 mmol) in glacial acetic acid (2 ml) and concentrated hydrochloric acid (2 ml) was stirred at room temperature for 18 h. The reaction mixture was concentrated in vacuo, the residue azeotroped several times with methanol (10 ml) to afford the title compound 6 (130 mg, 90%) as a red-orange solid.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe residue azeotroped several times with methanol (10 ml)

Sources & evidence

ORD record
ord-a75aad1d06fd48879ecbff38eb160ad4
Source dataset
uspto-grants-2013_07
Patent number
US08475768B2

Reaction notes

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