Tert-butyl 1,4-diazepane-1-carboxylate → (S)-3-(4-[1,4]Diazepan-1-ylmethyl-phenyl)-2,3-dihydro-[1,4]dioxino[2,3-b]pyridine

HRID 1841981Notes

Reaction equation

HRID 1841981 reaction equation
C(O[C:6]([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(OC(N1CCCNCC1)=O)(C)(C)C.N1(CC2C=CC([C@@H]3OC4=NC=CC=C4OC3)=CC=2)CCNCC1>>[N:11]1([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)[CH2:12][CH2:13][CH2:6][NH:8][CH2:9][CH2:10]1

Participants

4

Reactant 3

HCID 2756058Tert-butyl 1,4-diazepane-1-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 86695357(S)-3-(4-[1,4]Diazepan-1-ylmethyl-phenyl)-2,3-dihydro-[1,4]dioxino[2,3-b]pyridine

Procedure

The title product FF is prepared from compound ft-1 (prepared from Intermediate C and [1,4]diazepane-1-carboxylic acid tert-butyl ester according to General Method N) according to the procedure described for the synthesis of Intermediate S.

Sources & evidence

ORD record
ord-54edb3b7699044c4aff2b0b9fc99dba2
Source dataset
uspto-grants-2015_02
Patent number
US08946203B2

Reaction notes

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