tert-Butyl (1S,4S)-2,5-diazabicyclo[2.2.2]octane-2-carboxylate → (S)-3-{4-[(1S,4S)-1-(2,5-Diaza-bicyclo[2.2.2]oct-2-yl)methyl]-phenyl}-2,3-dihydro-[1,4]dioxino[2,3-b]pyridine

HRID 1841983Notes

Reaction equation

HRID 1841983 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([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)[CH2:10][CH2:9]1)=O)(C)(C)C.[C:31](OC(N1C[C@@H]2CC[C@H]1CN2)=O)(C)(C)[CH3:32].N1(CC2C=CC([C@@H]3OC4=NC=CC=C4OC3)=CC=2)CCNCC1>>[C@H:10]12[CH2:32][CH2:31][C@H:13]([NH:8][CH2:9]1)[CH2:12][N:11]2[CH2:14][C:15]1[CH:20]=[CH:19][C:18]([C@@H:21]2[O:30][C:25]3=[N:26][CH:27]=[CH:28][CH:29]=[C:24]3[O:23][CH2:22]2)=[CH:17][CH:16]=1

Participants

4

Reactant 3

HCID 45789463tert-Butyl (1S,4S)-2,5-diazabicyclo[2.2.2]octane-2-carboxylateHCID 86695358(S)-3-(4-piperazin-1-ylmethyl-phenyl)-2,3-dihydro-[1,4]dioxino[2,3-b]pyridineHCID 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 86695360(S)-3-{4-[(1S,4S)-1-(2,5-Diaza-bicyclo[2.2.2]oct-2-yl)methyl]-phenyl}-2,3-dihydro-[1,4]dioxino[2,3-b]pyridine

Procedure

The title product JJ is prepared from compound JJ-1 (prepared from Intermediate C and (1S,4S)-2,5-diaza-bicyclo[2.2.2]octane-2-carboxylic acid tert-butyl ester according to General Method J) according to the procedure used to synthesize Intermediate S.

Sources & evidence

ORD record
ord-af1c783b350e4074a7c9657f3a756f56
Source dataset
uspto-grants-2015_02
Patent number
US08946203B2

Reaction notes

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