N-(piperidin-4-ylmethyl)acetamide → N-{1-[(S)-4-(2,3-Dihydro-[1,4]dioxino[2,3-b]pyridin-3-yl)-benzyl]-piperidin-4-ylmethyl}-acetamide

HRID 1842016Notes

Reaction equation

HRID 1842016 reaction equation
C(OC(N1C[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.N1CC[CH:34]([CH2:37][NH:38][C:39](=[O:41])[CH3:40])[CH2:33]C1>>[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:17]=[CH:16][C:15]([CH2:14][N:11]3[CH2:10][CH2:9][CH:34]([CH2:37][NH:38][C:39](=[O:41])[CH3:40])[CH2:33][CH2:12]3)=[CH:20][CH:19]=2)[CH2:22]1

Participants

3

Reactant 2

HCID 4341747N-(piperidin-4-ylmethyl)acetamideHCID 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 71735246N-{1-[(S)-4-(2,3-Dihydro-[1,4]dioxino[2,3-b]pyridin-3-yl)-benzyl]-piperidin-4-ylmethyl}-acetamide

Procedure

Compound 279 is synthesized from Intermediate C and N-piperidin-4-ylmethyl-acetamide according to General Method H. (LC/MS method 16: ES+ m/z 382.4 [M+H]+, Rt=2.50 min)

Sources & evidence

ORD record
ord-5f70ea7ae0f74773abfe8a802c671208
Source dataset
uspto-grants-2015_02
Patent number
US08946203B2

Reaction notes

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