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

HRID 2066474Notes

Reaction equation

HRID 2066474 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)[C:5]2[S:10][C:9]([CH2:11][N:12]3[CH2:17][CH2:16][CH:15]([NH:18][CH2:19][CH:20]4[CH2:22]C4)[CH2:14][CH2:13]3)=[CH:8][C:6]=2[N:7]=1.Cl.N1CCC1>>[N:18]1([CH:15]2[CH2:16][CH2:17][N:12]([CH2:11][C:9]3[S:10][C:5]4[C:4]([N:23]5[CH2:24][CH2:25][O:26][CH2:27][CH2:28]5)=[N:3][C:2]([Cl:1])=[N:7][C:6]=4[CH:8]=3)[CH2:13][CH2:14]2)[CH2:19][CH2:20][CH2:22]1

Participants

3

Reactant 2

HCID 12308726Azetidine hydrochlorideHCID 58117134[1-(2-Chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)-piperidin-4-yl]-cyclopropylmethyl-amine

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 [1-(2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)-piperidin-4-yl]-cyclopropylmethyl-amine using azetidine hydrochloride in place of cyclopropanemethylamine. The title compound was obtained as an orange solid (102 mg, 57%).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-a66c5d2dbdf342d1bcd6d53202fafee1
Source dataset
uspto-grants-2012_10
Patent number
US08293735B2

Reaction notes

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