3-Fluoropyrrolidine → HCID 56849351, compound

HRID 1907307Notes

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][N:32]4[CH2:36][CH2:35][C@H:34]([OH:37])[CH2:33]4)([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.[F:38][C@@H:39]1[CH2:43][CH2:42][NH:41][CH2:40]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][N:32]5[CH2:36][CH2:35][C@H:34]([OH:37])[CH2:33]5)([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:41]3[CH2:42][CH2:43][C@@H:39]([F:38])[CH2:40]3)=[CH:3][CH:4]=2)(=[O:10])=[O:9])[CH2:20][CH2:19]4)=[CH:25][CH:26]=1

Participants

Reactant 2

HCID 27591633-Fluoropyrrolidine

HCID 86669992HCID 86669992, compound

Product 1

HCID 56849351HCID 56849351, compound

Procedure

The title compound was prepared by the method of Example 20 using (S)-1-[(S)-6-(6-chloropyridine-3-sulfonyl)-1-(4-fluorophenyl)-1,4,5,6,7,8-hexahydro-1,2,6-triaza-cyclopenta[b]naphthalene-4a-ylmethyl]-pyrrolidin-3-ol and (R)-3-fluoropyrrolidine. LCMS (Method G): 597 (M+H)+, Retention time 3.30 minutes.

Sources & evidence

ORD record: ord-86c81068dfb146c2b837eec25d718597
Source dataset: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08598154B2

Reaction notes

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