HCID 20136806, compound → HCID 14177725, compound

HRID 1253141Notes

Reaction equation

HRID 1253141 reaction equation
[C:1]([C:4]1[C:5]([C:10]([C:12]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[N:14]([CH3:21])[C:13]=2[CH3:22])=[O:11])=[N:6][CH:7]=[CH:8][CH:9]=1)([OH:3])=O.[CH:23]1([O:29][C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([N:36]([CH2:39][CH3:40])[CH2:37][CH3:38])[CH:31]=2)[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1>C(OC(=O)C)(=O)C>[CH2:39]([N:36]([CH2:37][CH3:38])[C:32]1[CH:33]=[CH:34][C:35]([C:10]2([C:12]3[C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[N:14]([CH3:21])[C:13]=3[CH3:22])[C:5]3[C:4](=[CH:9][CH:8]=[CH:7][N:6]=3)[C:1](=[O:3])[O:11]2)=[C:30]([O:29][CH:23]2[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)[CH:31]=1)[CH3:40]

Participants

4

Reactant 2

HCID 20136806HCID 20136806, compoundHCID 54410171HCID 54410171, compound

Product 1

HCID 14177725HCID 14177725, compoundYield 75.3%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

Into 150 ml of acetic anhydride, 14.7 g of (1,2-dimethylindol-3-yl) (3-carboxypyridin-2-yl) ketone and 13.3 g of 1-cyclohexyloxy-3-diethylaminobenzene were added and the resultant mixture was stirred for 3 hours at 60° to 65° C. After cooling the reaction mixture to room temperature, the cooled mixture was treated by the same procedures as in Synthetic Example 7 and 19.7 g of the object compound was obtained as pale blue crystals (melting point: 161° to 165° C.).

Workup

  1. additionthe cooled mixture was treated by the same procedures as in Synthetic Example 7

Sources & evidence

ORD record
ord-40c27e2b06184cd396060cf65e25b0b9
Source dataset
uspto-grants-1988_05
Patent number
US04747875

Reaction notes

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