5-Bromopyridine-3-sulfonyl chloride → (R)-6-(5-Bromopyridine-3-sulfonyl)-1-(4-fluorophenyl)-4a-methoxymethyl-4,4a,5,6,7,8-hexahydro-1H-1,2,6-triazacyclopenta[b]naphthalene

HRID 1907291Notes

Reaction equation

HRID 1907291 reaction equation
C(OC([N:8]1[CH2:17][CH2:16][C:15]2[C@:10]([CH2:28][O:29][CH3:30])([CH2:11][C:12]3[CH:20]=[N:19][N:18]([C:21]4[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=4)[C:13]=3[CH:14]=2)[CH2:9]1)=O)(C)(C)C.[Br:31][C:32]1[CH:33]=[C:34]([S:38](Cl)(=[O:40])=[O:39])[CH:35]=[N:36][CH:37]=1>>[Br:31][C:32]1[CH:33]=[C:34]([S:38]([N:8]2[CH2:17][CH2:16][C:15]3[C@:10]([CH2:28][O:29][CH3:30])([CH2:11][C:12]4[CH:20]=[N:19][N:18]([C:21]5[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=5)[C:13]=4[CH:14]=3)[CH2:9]2)(=[O:40])=[O:39])[CH:35]=[N:36][CH:37]=1

Participants

3

Reactant 2

HCID 203244745-Bromopyridine-3-sulfonyl chlorideHCID 66779665(R)-1-(4-Fluorophenyl)-4a-methoxymethyl-1,4,4a,5,7,8-hexahydro-1,2,6-triazacyclopenta[b]naphthalene-6-carboxylic acid tert-butyl ester

Product 1

HCID 66779670(R)-6-(5-Bromopyridine-3-sulfonyl)-1-(4-fluorophenyl)-4a-methoxymethyl-4,4a,5,6,7,8-hexahydro-1H-1,2,6-triazacyclopenta[b]naphthalene

Procedure

The title compound was prepared by the method of Preparation 1c using (R)-1-(4-Fluorophenyl)-4a-methoxymethyl-1,4,4a,5,7,8-hexahydro-1,2,6-triazacyclopenta[b]naphthalene-6-carboxylic acid tert-butyl ester and 5-bromopyridine-3-sulfonyl chloride. LCMS (Method D): 533 (M+H)+, Retention time 4.1 minutes.

Sources & evidence

ORD record
ord-5083ddeb1a624cbf8a8073c0a41ab44a
Source dataset
uspto-grants-2013_12
Patent number
US08598154B2

Reaction notes

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