Methyl chloroformate → 2-(2-Chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)-2,7-diaza-spiro[3.5]nonane-7-carboxylic acid methyl ester

HRID 2066515Notes

Reaction equation

HRID 2066515 reaction equation
[Cl:1][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[CH2:15][C:14]4([CH2:20][CH2:19][N:18](S(C)(=O)=O)[CH2:17][CH2:16]4)[CH2:13]3)=[CH:8][C:6]=2[N:7]=1.Cl[C:32]([O:34][CH3:35])=[O:33]>>[CH3:35][O:34][C:32]([N:18]1[CH2:19][CH2:20][C:14]2([CH2:15][N:12]([CH2:11][C:9]3[S:10][C:5]4[C:4]([N:25]5[CH2:30][CH2:29][O:28][CH2:27][CH2:26]5)=[N:3][C:2]([Cl:1])=[N:7][C:6]=4[CH:8]=3)[CH2:13]2)[CH2:16][CH2:17]1)=[O:33]

Participants

3

Reactant 2

HCID 6586Methyl chloroformateHCID 581171302-Chloro-6-(7-methanesulfonyl-2,7-diaza-spiro[3.5]non-2-ylmethyl)-4-morpholin-4-yl-thieno[3,2-d]pyrimidine

Product 1

HCID 581171502-(2-Chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)-2,7-diaza-spiro[3.5]nonane-7-carboxylic acid methyl ester

Procedure

Prepared according to the method used in the preparation of 2-chloro-6-(7-methanesulfonyl-2,7-diaza-spiro[3.5]non-2-ylmethyl)-4-morpholin-4-yl-thieno[3,2-d]pyrimidine using methyl chloroformate in place of methanesulfonyl chloride. The title compound was obtained as a colourless oil (20 mg, 28%).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-20995c8aa50f42df8c027392a673c51a
Source dataset
uspto-grants-2012_10
Patent number
US08293735B2

Reaction notes

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