(1S,4S)-2,5-Diazabicyclo[2.2.1]heptane-2-carboxamide hydrochloride → (1S,4S)-5-[(S)-4-(2,3-Dihydro-[1,4]dioxino[2,3-b]pyridin-3-yl)-benzyl]-2,5-diaza-bicyclo[2.2.1]heptane-2-carboxylic acid amide

HRID 1842010Notes

Reaction equation

HRID 1842010 reaction equation
C(OC(N1CCN([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([C@@H:21]3[O:30][C:25]4=[N:26][CH:27]=[CH:28][CH:29]=[C:24]4[O:23][CH2:22]3)=[CH:17][CH:16]=2)CC1)=O)(C)(C)C.Cl.[C@H:32]12[CH2:38][C@H:35]([NH:36][CH2:37]1)[CH2:34][N:33]2[C:39]([NH2:41])=[O:40]>>[O:23]1[C:24]2[C:25](=[N:26][CH:27]=[CH:28][CH:29]=2)[O:30][C@@H:21]([C:18]2[CH:19]=[CH:20][C:15]([CH2:14][N:36]3[CH2:37][C@@H:32]4[CH2:38][C@H:35]3[CH2:34][N:33]4[C:39]([NH2:41])=[O:40])=[CH:16][CH:17]=2)[CH2:22]1

Participants

3

Reactant 2

HCID 57464029(1S,4S)-2,5-Diazabicyclo[2.2.1]heptane-2-carboxamide hydrochlorideHCID 866953624-[(S)-4-(2,3-Dihydro-[1,4]dioxino[2,3-b]pyridin-3-yl)-benzyl]-piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 86695365(1S,4S)-5-[(S)-4-(2,3-Dihydro-[1,4]dioxino[2,3-b]pyridin-3-yl)-benzyl]-2,5-diaza-bicyclo[2.2.1]heptane-2-carboxylic acid amide

Procedure

Compound 268 is synthesized from Intermediate C and Intermediate P according to General Method J. (LC/MS method 16: ES+ m/z 367.3 [M+H]+, Rt=0.27 min)

Sources & evidence

ORD record
ord-7e8724eef29844c28ddec3f32eb581c7
Source dataset
uspto-grants-2015_02
Patent number
US08946203B2

Reaction notes

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