Azetidine → (R)-6-[[6-(1-Azetidinyl)-3-pyridinyl]sulfonyl]-4a-ethoxymethyl-1-(4-fluorophenyl)-1,4,7,8-tetrahydro-1,2,6-triazacyclopenta[b]naphthalene

HRID 1907284Notes

Reaction equation

HRID 1907284 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([S:8]([N:11]2[CH2:20][CH2:19][C:18]3[C@:13]([CH2:31][O:32][CH2:33][CH3:34])([CH2:14][C:15]4[CH:23]=[N:22][N:21]([C:24]5[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=5)[C:16]=4[CH:17]=3)[CH2:12]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[NH:35]1[CH2:38][CH2:37][CH2:36]1>>[N:35]1([C:2]2[N:7]=[CH:6][C:5]([S:8]([N:11]3[CH2:20][CH2:19][C:18]4[C@:13]([CH2:31][O:32][CH2:33][CH3:34])([CH2:14][C:15]5[CH:23]=[N:22][N:21]([C:24]6[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=6)[C:16]=5[CH:17]=4)[CH2:12]3)(=[O:10])=[O:9])=[CH:4][CH:3]=2)[CH2:38][CH2:37][CH2:36]1

Participants

3

Reactant 2

HCID 10422AzetidineHCID 86669985HCID 86669985, compound

Product 1

HCID 56848920(R)-6-[[6-(1-Azetidinyl)-3-pyridinyl]sulfonyl]-4a-ethoxymethyl-1-(4-fluorophenyl)-1,4,7,8-tetrahydro-1,2,6-triazacyclopenta[b]naphthalene

Procedure

The title compound was prepared by the method of Preparation 4b using (R)-6-(6-chloropyridine-3-sulfonyl)-4a-ethoxymethyl-1-(4-fluorophenyl)-4,4a,5,6,7,8-hexahydro-1H-1,2,6-triazacyclopenta[b]naphthalene and azetidine. LCMS (Method C): 524 (M+H)+, Retention time 11.6 minutes.

Sources & evidence

ORD record
ord-7ae07953791e431fa83a449045b1d6c9
Source dataset
uspto-grants-2013_12
Patent number
US08598154B2

Reaction notes

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