4-(Azetidin-1-YL)piperidine → 6-(4-Azetidin-1-yl-piperidin-1-ylmethyl)-2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidine

HRID 2066475Notes

Reaction equation

HRID 2066475 reaction equation
C(OC(N1[CH2:35][CH2:34][C:11]2(OC[CH2:14][N:13]([CH2:17][C:18]3[S:26][C:25]4[C:24]([N:27]5[CH2:32][CH2:31][O:30][CH2:29][CH2:28]5)=[N:23][C:22]([Cl:33])=[N:21][C:20]=4[CH:19]=3)[CH2:12]2)CC1)=O)(C)(C)C.[N:36]1(C2CCNCC2)[CH2:39][CH2:38][CH2:37]1>>[N:36]1([CH:34]2[CH2:35][CH2:14][N:13]([CH2:17][C:18]3[S:26][C:25]4[C:24]([N:27]5[CH2:32][CH2:31][O:30][CH2:29][CH2:28]5)=[N:23][C:22]([Cl:33])=[N:21][C:20]=4[CH:19]=3)[CH2:12][CH2:11]2)[CH2:39][CH2:38][CH2:37]1

Participants

3

Reactant 2

HCID 231531094-(Azetidin-1-YL)piperidineHCID 581171354-(2-Chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)-1-oxa-4,9-diaza-spiro[5.5]undecane-9-carboxylic acid tert-butyl ester

Product 1

HCID 581171406-(4-Azetidin-1-yl-piperidin-1-ylmethyl)-2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidine

Procedure

Prepared according to the method used in the preparation of 4-(2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)-1-oxa-4,9-diaza-spiro[5.5]undecane-9-carboxylic acid tert-butyl ester using 4-azetidin-1-yl-piperidine in place of 4-ethoxy-4-methylaminomethyl-piperidine-1-carboxylic acid tert-butyl ester. The title compound was obtained as an off-white solid (219 mg, 48%).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-139643142245426c8980ebc69320c4d6
Source dataset
uspto-grants-2012_10
Patent number
US08293735B2

Reaction notes

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