HCID 10291517, compound → HCID 9901204, compound

HRID 983916Notes

Reaction equation

HRID 983916 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([C:22](OCC)=[O:23])=[C:10]3[N:14]([C:15]=2[C:16]2[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=2)[CH2:13][CH2:12][CH2:11]3)=[CH:4][CH:3]=1>C1COCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:9]([CH2:22][OH:23])=[C:10]3[N:14]([C:15]=2[C:16]2[CH:17]=[CH:18][N:19]=[CH:20][CH:21]=2)[CH2:13][CH2:12][CH2:11]3)=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 10291517HCID 10291517, compound

Product 1

HCID 9901204HCID 9901204, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 2-(4-fluorophenyl)-3-(4-pyridyl)-6,7-dihydro-5H-pyrrolizine-1-carboxylate (example 19A, 0.15 g, 0.43 mmol) is dissolved under argon in abs. THF (4 ml) and sodium dihydrido-bis(2-methoxy-ethoxy)aluminate solution (VitrideR, 70% in toluene, 0.9 ml, 4.5 mmol) is added dropwise in 4 portions at 40° C. with exclusion of moisture at in each case an interval of 1 hour. 1 h after the last addition, starting material can no longer be detected by tlc (Al2O3— ethyl acetate/n-hexane 3:7).

Workup

  1. addition1 h after the last addition

Sources & evidence

ORD record
ord-05788dd70f4d4010b9dc7a6ca3790a44
Source dataset
uspto-grants-2005_03
Patent number
US06867211B2

Reaction notes

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