Tetrahydro-N-methylthiophen-3-amine 1,1-dioxide → [(S)-4-(2,3-Dihydro-[1,4]dioxino[2,3-b]pyridin-3-yl)-benzyl]-(1,1-dioxo-tetrahydro-1lambda-6-thiophen-3-yl)-methyl-amine

HRID 1842017Notes

Reaction equation

HRID 1842017 reaction equation
C(OC(N1[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]C1)=O)(C)(C)C.[O:31]=[S:32]1(=[O:39])CC[CH:34](NC)[CH2:33]1>>[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:11]([CH:12]3[CH2:34][CH2:33][S:32](=[O:39])(=[O:31])[CH2:13]3)[CH3:10])=[CH:16][CH:17]=2)[CH2:22]1

Participants

3

Reactant 2

HCID 2736805Tetrahydro-N-methylthiophen-3-amine 1,1-dioxideHCID 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 86695366[(S)-4-(2,3-Dihydro-[1,4]dioxino[2,3-b]pyridin-3-yl)-benzyl]-(1,1-dioxo-tetrahydro-1lambda-6-thiophen-3-yl)-methyl-amine

Procedure

Compound 280 is synthesized from Intermediate C and (1,1-dioxo-tetrahydro-1lambda-6-thiophen-3-yl)-methyl-amine according to General Method N. (LC/MS method 16: ES+ m/z 375.4 [M+H]+, Rt=2.66 min)

Sources & evidence

ORD record
ord-f74bb9b08c0d4de4a4a2cb9245ca3ae2
Source dataset
uspto-grants-2015_02
Patent number
US08946203B2

Reaction notes

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