(S)-4-fluoromethyl-dihydro-furan-2-one → HCID 66680203, compound

HRID 1436915Notes

Reaction equation

HRID 1436915 reaction equation
FC[C@@H]1COC(=O)C1.N[C:10]1[CH:11]=[CH:12][CH2:13][N:14]2[CH:23]=[CH:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15]=12>>[CH:10]1[CH:11]=[CH:12][CH2:13][N:14]2[CH:23]=[CH:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15]=12

Participants

3

Reactant 2

HCID 11990659(S)-4-fluoromethyl-dihydro-furan-2-oneHCID 66681322HCID 66681322, compound

Product 1

HCID 66680203HCID 66680203, compound

Procedure

According to still another embodiment (Scheme 5) the (S)-4-fluoromethyl-dihydro-furan-2-one is directly coupled with the amino-pyrido[2,1-a]isoquinoline derivative (XIII) to form the hydroxymethyl derivative of the pyrido[2,1-a]isoquinoline (XIV), which was subsequently cyclized to the fluoromethyl-pyrrolidin-2-one derivative (XV). The latter can be deprotected to yield the desired pyrido[2,1-a]isoquinoline derivative (II).

Sources & evidence

ORD record
ord-97b51cfdb1864e88ae6c87873e3503cc
Source dataset
uspto-grants-2009_11
Patent number
US07619101B2

Reaction notes

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