HCID 69418848, compound → HCID 131726336, compound

HRID 1271635Notes

Reaction equation

C(OC(N1C(C=CC2C=C(C)C=CC=2)CCC1C(N1CCC[C@H]1C#N)=O)=O)(C)(C)C.C(OC([N:38]1[CH:42]([CH:43]=[CH:44][C:45]2[CH:50]=[CH:49][C:48]([Cl:51])=[CH:47][CH:46]=2)[CH2:41][CH2:40][CH:39]1[C:52]([N:54]1[CH2:58][CH2:57][CH2:56][C@H:55]1[C:59]#[N:60])=[O:53])=O)(C)(C)C>>[Cl:51][C:48]1[CH:49]=[CH:50][C:45]([CH2:44][CH2:43][CH:42]2[NH:38][C@H:39]([C:52]([N:54]3[CH2:58][CH2:57][CH2:56][C@H:55]3[C:59]#[N:60])=[O:53])[CH2:40][CH2:41]2)=[CH:46][CH:47]=1

Participants

Reactant 2

HCID 69418848HCID 69418848, compound

HCID 69420579HCID 69420579, compound

Product 1

HCID 131726336HCID 131726336, compound

Procedure

The title compound was synthesized by substituting 2-(2-(S)-cyano-pyrrolidine-1-carbonyl)-5-(R/S)-(2-m-tolyl-vinyl)-pyrrolidine-1-carboxylic acid tert-butyl ester in Example 36 with 2-(2-(S)-cyano-pyrrolidine-1-carbonyl)-5-(R/S)-(2-p-chlorophenyl-vinyl)-pyrrolidine-1-carboxylic acid tert-butyl ester. 1H NMR (400 MHz, MeOH-d4) δ 1.83 (m, 1H), 1.98 (m, 2H), 2.24 (m, 6H), 2.71 (m, 4H), 3.64 (t, J=6.60 Hz, 2H), 3.73 (m, 1H), 4.59 (t, J=8.29 Hz, 1H), 7.25 (d, J=8.29 Hz, 2H), 7.31 (d, J=8.29 Hz, 2H) ppm. MS (ESI) m/z 332, 334 (M+H)+.

Sources & evidence

ORD record: ord-a38907dad6314f65a9c46e8e7a711990
Source dataset: uspto-grants-2007_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07205409B2

Reaction notes

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