HCID 20291279, compound → HCID 23346102, compound

HRID 1856215Notes

Reaction equation

HRID 1856215 reaction equation
[Cl:1][C:2]([F:19])([F:18])[C:3]([C:14]([F:17])([F:16])[F:15])([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][CH2:9][CH2:8]2)[OH:4].[O:20]=[C:21](N1C2C(=CC(CO)=CC=2)CC1)[CH2:22][C:23](=O)[CH3:24]>S(=O)(=O)(O)O>[Cl:1][C:2]([F:18])([F:19])[C:3]([C:5]1[CH:13]=[C:12]2[C:11]3=[C:7]([CH2:8][CH2:9][N:10]3[C:21](=[O:20])[CH:22]=[C:23]2[CH3:24])[CH:6]=1)([OH:4])[C:14]([F:17])([F:15])[F:16]

Participants

4

Reactant 2

HCID 20291279HCID 20291279, compoundHCID 86737149HCID 86737149, compound

Product 1

HCID 23346102HCID 23346102, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

By the method of Example 7, α-(chlorodifluoromethyl)-α-(trifluoromethyl)-2,3-dihydro-1H-indole-5-methanol is converted to α-(chlorodifluoromethyl)-α-trifluoromethyl)-1-(1,3-dioxobutyl)-2,3-dihydro-1H-indole-5-methanol, m.p. 160°-164°, which is cyclized by heating in sulfuric acid to give 1,2-dihydro-8 [2-chloro-2,2-difluoro-1-hydroxy-1-(trifluoromethyl)ethyl]-6-methyl-4H-pyrrolo[3,-2,1-ij]quinolin-4-one, m.p. 294°-295°.

Sources & evidence

ORD record
ord-98f626a047e54eb397f34338fc9169a5
Source dataset
uspto-grants-1980_08
Patent number
US04218448

Reaction notes

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