2-(Chloromethyl)-1,3-oxazole → (R)-6-(6-Azetidin-1-yl-pyridine-3-sulfonyl)-1-(4-fluorophenyl)-4a-(oxazol-2-ylmethoxymethyl)-4,4a,5,6,7,8-hexahydro-1H-1,2,6-triazacyclopenta[b]naphthalene

HRID 1907296Notes

Reaction equation

HRID 1907296 reaction equation
[N:1]1([C:5]2[N:10]=[CH:9][C:8]([S:11]([N:14]3[CH2:23][CH2:22][C:21]4[C@:16]([CH2:34][OH:35])([CH2:17][C:18]5[CH:26]=[N:25][N:24]([C:27]6[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=6)[C:19]=5[CH:20]=4)[CH2:15]3)(=[O:13])=[O:12])=[CH:7][CH:6]=2)[CH2:4][CH2:3][CH2:2]1.Cl[CH2:37][C:38]1[O:39][CH:40]=[CH:41][N:42]=1>>[N:1]1([C:5]2[N:10]=[CH:9][C:8]([S:11]([N:14]3[CH2:23][CH2:22][C:21]4[C@:16]([CH2:34][O:35][CH2:37][C:38]5[O:39][CH:40]=[CH:41][N:42]=5)([CH2:17][C:18]5[CH:26]=[N:25][N:24]([C:27]6[CH:28]=[CH:29][C:30]([F:33])=[CH:31][CH:32]=6)[C:19]=5[CH:20]=4)[CH2:15]3)(=[O:13])=[O:12])=[CH:7][CH:6]=2)[CH2:2][CH2:3][CH2:4]1

Participants

3

Reactant 2

HCID 219575432-(Chloromethyl)-1,3-oxazoleHCID 68194435[(R)-6-(6-azetidin-1-yl-pyridine-3-sulfonyl)-1-(4-fluorophenyl)-1,4,5,6,7,8-hexahydro-1,2,6-triazacyclopenta[b]naphthal-en-4a-yl]methanol

Product 1

HCID 66780470(R)-6-(6-Azetidin-1-yl-pyridine-3-sulfonyl)-1-(4-fluorophenyl)-4a-(oxazol-2-ylmethoxymethyl)-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 2b using [(R)-6-(6-azetidin-1-yl-pyridine-3-sulfonyl)-1-(4-fluorophenyl)-1,4,5,6,7,8-hexahydro-1,2,6-triazacyclopenta[b]naphthal-en-4a-yl]methanol and 2-chloromethyloxazole. LCMS (Method C): 577 (M+H)+, Retention time 10.2 minutes.

Sources & evidence

ORD record
ord-d02c1ac507094d9baded4c66ee744af5
Source dataset
uspto-grants-2013_12
Patent number
US08598154B2

Reaction notes

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