tert-butyl 3-(4-(6-fluoro-1-(phenylsulfonyl)-1H-indol-3-yl)-1H-pyrazol-1-yl)azetidine-1-carboxylate → 3-(1-(azetidin-3-yl)-1H-pyrazol-4-yl)-6-fluoro-1-(phenylsulfonyl)-1H-indole hydrochloride

HRID 2274772Notes

Reaction equation

HRID 2274772 reaction equation
[ClH:1].FC1C=C2C(C(C3C=NN(C4CCNCC4)C=3)=CN2S(C2C=CC=CC=2)(=O)=O)=CC=1.[F:32][C:33]1[CH:41]=[C:40]2[C:36]([C:37]([C:51]3[CH:52]=[N:53][N:54]([CH:56]4[CH2:59][N:58](C(OC(C)(C)C)=O)[CH2:57]4)[CH:55]=3)=[CH:38][N:39]2[S:42]([C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)(=[O:44])=[O:43])=[CH:35][CH:34]=1>>[ClH:1].[NH:58]1[CH2:57][CH:56]([N:54]2[CH:55]=[C:51]([C:37]3[C:36]4[C:40](=[CH:41][C:33]([F:32])=[CH:34][CH:35]=4)[N:39]([S:42]([C:45]4[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=4)(=[O:43])=[O:44])[CH:38]=3)[CH:52]=[N:53]2)[CH2:59]1

Participants

3

Reactant 2

HCID 118060252tert-butyl 3-(4-(6-fluoro-1-(phenylsulfonyl)-1H-indol-3-yl)-1H-pyrazol-1-yl)azetidine-1-carboxylate2×HCID 1180603056-fluoro-1-(phenylsulfonyl)-3-(1-(piperidin-4-yl)-1H-pyrazol-4-yl)-1H-indole hydrochloride

Product 1

HCID 1180602323-(1-(azetidin-3-yl)-1H-pyrazol-4-yl)-6-fluoro-1-(phenylsulfonyl)-1H-indole hydrochloride

Procedure

Following the general method as outlined in Intermediate 17, starting from tert-butyl 3-(4-(6-fluoro-1-(phenylsulfonyl)-1H-indol-3-yl)-1H-pyrazol-1-yl)azetidine-1-carboxylate (Intermediate 23; 1.32 g; 2.66 mmol), 1.30 g of the title compound was obtained as a brown solid, which was used directly without further purification.

Sources & evidence

ORD record
ord-3eeafbe169b844b5a43b7cc5de64a38f
Source dataset
uspto-grants-2015_09
Patent number
US09126984B2

Reaction notes

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