HCID 20291277, compound → HCID 23346089, compound

HRID 1856214Notes

Reaction equation

HRID 1856214 reaction equation
[F:1][CH:2]([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].FC(F)[C:21](C(F)(F)F)([C:23]1C=C2C(=[CH:30][CH:31]=1)N(C(=O)CC(=O)C)CC2)[OH:22]>S(=O)(=O)(O)O>[F:18][CH:2]([F:1])[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:22])[CH:23]=[C:31]2[CH3:30])[CH:6]=1)([OH:4])[C:14]([F:17])([F:15])[F:16]

Participants

4

Reactant 2

HCID 20291277HCID 20291277, compoundHCID 23346096HCID 23346096, compound

Product 1

HCID 23346089HCID 23346089, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

By the method of Example 7, α-(difluoromethyl)-α-(trifluoromethyl)-2,3-dihydro-1H-indole-5-methanol is converted to α-(difluoromethyl)-α-(trifluoromethyl)-1-(1,3-dioxobutyl)-2,3-dihydro-1H-indole-5-methanol, m.p. 140°-143°, which is cyclized by heating in sulfuric acid to give 1,2-dihydro-8-[2,2,-difluoro-1-hydroxy-1-(trifluoromethyl)ethyl]-6-methyl-4H-pyrrolo[3,2,1-ij]quinolin-4-one, m.p. 317°-318°.

Sources & evidence

ORD record
ord-e46da7812a4f41e7a95630225c8f2253
Source dataset
uspto-grants-1980_08
Patent number
US04218448

Reaction notes

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