Pyrrolidine → (R)-1-(4-Fluorophenyl)-4a-methoxymethyl-6-[[6-(1-pyrrolidinyl)-3-pyridinyl]sulfonyl]-1,4,7,8-tetrahydro-1,2,6-triazacyclopenta[b]naphthalene

HRID 1907283Notes

Reaction equation

HRID 1907283 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][CH3:33])([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:34]1[CH2:38][CH2:37][CH2:36][CH2:35]1>>[F:30][C:27]1[CH:28]=[CH:29][C:24]([N:21]2[C:16]3[CH:17]=[C:18]4[C@:13]([CH2:31][O:32][CH3:33])([CH2:14][C:15]=3[CH:23]=[N:22]2)[CH2:12][N:11]([S:8]([C:5]2[CH:6]=[N:7][C:2]([N:34]3[CH2:38][CH2:37][CH2:36][CH2:35]3)=[CH:3][CH:4]=2)(=[O:10])=[O:9])[CH2:20][CH2:19]4)=[CH:25][CH:26]=1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 86669986HCID 86669986, compound

Product 1

HCID 56848865(R)-1-(4-Fluorophenyl)-4a-methoxymethyl-6-[[6-(1-pyrrolidinyl)-3-pyridinyl]sulfonyl]-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)-1-(4-fluorophenyl)-4a-methoxymethyl-4,4a,5,6,7,8-hexahydro-1H-1,2,6-triazacyclopenta[b]naphthalene and pyrrolidine. LCMS (Method C): 524 (M+H)+, Retention time 11.6 minutes.

Sources & evidence

ORD record
ord-153edc05a56c4325b303bfc405bf2457
Source dataset
uspto-grants-2013_12
Patent number
US08598154B2

Reaction notes

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