3-Methoxypropyl 4-methylbenzenesulfonate → HCID 11497482, compound

HRID 2353138Notes

Reaction equation

HRID 2353138 reaction equation
Cl[C:2]1[N:3]=[C:4]([N:25]2[CH2:30][CH2:29][O:28][CH2:27][CH2:26]2)[C:5]2[S:10][C:9]([CH2:11][N:12]3[CH2:17][CH2:16][CH:15]([N:18]([CH2:20][CH2:21][CH2:22][O:23][CH3:24])[CH3:19])[CH2:14][CH2:13]3)=[CH:8][C:6]=2[N:7]=1.COCCC[N:36](C)[CH:37]1[CH2:42][CH2:41][NH:40][CH2:39][CH2:38]1.[C:44](OC(N1CCC(NC)CC1)=O)(C)(C)[CH3:45].COCCCOS(C1C=CC(C)=CC=1)(=O)=O>>[NH:36]1[C:37]2[C:38](=[C:44]([C:2]3[N:3]=[C:4]([N:25]4[CH2:30][CH2:29][O:28][CH2:27][CH2:26]4)[C:5]4[S:10][C:9]([CH2:11][N:12]5[CH2:17][CH2:16][CH:15]([N:18]([CH2:20][CH2:21][CH2:22][O:23][CH3:24])[CH3:19])[CH2:14][CH2:13]5)=[CH:8][C:6]=4[N:7]=3)[CH:45]=[CH:41][CH:42]=2)[CH:39]=[N:40]1

Participants

5

Reactant 4

HCID 135229883-Methoxypropyl 4-methylbenzenesulfonateHCID 15380702tert-Butyl 4-(methylamino)piperidine-1-carboxylateHCID 25220735HCID 25220735, compound2×HCID 57494020HCID 57494020, compound

Product 1

HCID 11497482HCID 11497482, compound

Procedure

Via [1-(2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)-piperidin-4-yl]-(3-methoxy-propyl)-methyl-amine, prepared from (3-methoxy-propyl)-methyl-piperidin-4-yl-amine. The amine, (3-methoxy-propyl)-methyl-piperidin-4-yl-amine, was prepared from 4-methylamino-piperidine-1-carboxylic acid tert-butyl ester and toluene-4-sulfonic acid 3-methoxy-propyl ester (produced from 3-methoxy-1-propanol using standard conditions) in a similar manner to 128.

Sources & evidence

ORD record
ord-74acd8eb1240400f8f9a764a9c3e94c4
Source dataset
uspto-grants-2010_07
Patent number
US07750002B2

Reaction notes

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