Water → HCID 86738303, compound

HRID 2059074Notes

Reaction equation

HRID 2059074 reaction equation
[CH:1]1([C:4](Cl)=[O:5])[CH2:3][CH2:2]1.[CH3:7][O:8][C:9]([C@@H:11]1[CH2:25][C@H:24]2[C@@H:14]([CH2:15][C:16]3[C:26]4[C:19](=[CH:20][CH:21]=[CH:22][C:23]2=4)[NH:18][CH:17]=3)[NH:13][CH2:12]1)=[O:10].O>N1C=CC=CC=1>[CH:1]1([C:4]([N:13]2[C@H:14]3[C@@H:24]([C:23]4[CH:22]=[CH:21][CH:20]=[C:19]5[C:26]=4[C:16]([CH2:15]3)=[CH:17][NH:18]5)[CH2:25][C@@H:11]([C:9]([O:8][CH3:7])=[O:10])[CH2:12]2)=[O:5])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 962WaterHCID 77637Cyclopropanecarbonyl chlorideHCID 21726051HCID 21726051, compound

Product 1

HCID 86738303HCID 86738303, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

There were slowly added 6 ml of cyclopropanecarboxylic acid chloride to an iced solution of 15 g of 8β-methoxycarbonylergoline in 170 ml of pyridine. The reaction mixture was left at room temperature for 1 hr, then poured into cooled acid water. The precipitate was filtered and crystallized from methanol to give 16 g of 6-cyclopropanoyl-8β-methoxycarbonylergoline melting at 276°-278° C.

Workup

  1. additionpoured
  2. filtrationThe precipitate was filtered
  3. customcrystallized from methanol

Sources & evidence

ORD record
ord-ae5cf1901b744dc79ecd041dfee7cc84
Source dataset
uspto-grants-1982_03
Patent number
US04321381

Reaction notes

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