5-(Bromomethyl)thiophene-2-carbonitrile → 5-[3-Fluoro-4-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidine-1-carbonyl)-phenoxymethyl]-thiophene-2-carbonitrile

HRID 2261207Notes

Reaction equation

HRID 2261207 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[C:9]([N:11]1[CH2:15][CH2:14][CH2:13][C@H:12]1[CH2:16][N:17]1[CH2:21][CH2:20][CH2:19][CH2:18]1)=[O:10].Br[CH2:23][C:24]1[S:28][C:27]([C:29]#[N:30])=[CH:26][CH:25]=1>>[F:1][C:2]1[CH:7]=[C:6]([CH:5]=[CH:4][C:3]=1[C:9]([N:11]1[CH2:15][CH2:14][CH2:13][C@H:12]1[CH2:16][N:17]1[CH2:21][CH2:20][CH2:19][CH2:18]1)=[O:10])[O:8][CH2:23][C:24]1[S:28][C:27]([C:29]#[N:30])=[CH:26][CH:25]=1

Participants

3

Reactant 2

HCID 105600165-(Bromomethyl)thiophene-2-carbonitrileHCID 59259534(2-Fluoro-4-hydroxy-phenyl)-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone

Product 1

HCID 114953015-[3-Fluoro-4-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidine-1-carbonyl)-phenoxymethyl]-thiophene-2-carbonitrile

Procedure

The title compound is prepared in a manner substantially analogous to Procedure B using (2-Fluoro-4-hydroxy-phenyl)-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone and 5-bromomethyl-thiophene-2-carbonitrile [CAS 134135-41-4]. MS (ES+) m/e 414.2

Sources & evidence

ORD record
ord-74a06cbf1c2543599927838517695e04
Source dataset
uspto-grants-2010_12
Patent number
US07846950B2

Reaction notes

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