5-Bromo-2-fluorobenzonitrile → HCID 89633331, compound

HRID 1502100Notes

Reaction equation

C[C@@H]1CC2C(=CC=C([C@@H:12]3[CH2:17][N:16]4[CH2:18][CH2:19][NH:20][CH2:21][C@H:15]4[CH2:14][N:13]3[C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])C=2)C(=O)O1.Br[C:31]1[CH:32]=[CH:33][C:34]([F:39])=[C:35]([CH:38]=1)[C:36]#[N:37]>>[C:36]([C:35]1[CH:38]=[C:31]([C@@H:12]2[CH2:17][N:16]3[CH2:18][CH2:19][NH:20][CH2:21][C@H:15]3[CH2:14][N:13]2[C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH:32]=[CH:33][C:34]=1[F:39])#[N:37]

Participants

Reactant 2

HCID 27249005-Bromo-2-fluorobenzonitrile

HCID 89633494HCID 89633494, compound

Product 1

HCID 89633331HCID 89633331, compound

Procedure

(3R,9aS)-tert-butyl 3-(3-cyano-4-fluorophenyl)hexahydro-1H-pyrazino[1,2-a]pyrazine-2(6H)-carboxylate was synthesized following the procedure of (3R,9aS)-tert-butyl 3-((R)-3-methyl-1-oxoisochroman-6-yl)hexahydro-1H-pyrazino[1,2-a]pyrazine-2(6H)-carboxylate starting from 5-bromo-2-fluorobenzonitrile: LC/MS: (M+1)+: 361.17.

Sources & evidence

ORD record: ord-fcbbd6b14f9e4c8884ee4f296e425e86
Source dataset: uspto-grants-2015_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09206199B2

Reaction notes

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