4-Toluenesulfonyl chloride → HCID 178435366, compound

HRID 2053029Notes

Reaction equation

HRID 2053029 reaction equation
[NH2:1][C:2]1[C:3]2[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[C:13]([O:17]CC4C=CC=CC=4)[CH:12]=3)=[C:9]([CH2:25][CH3:26])[N:8]([C@@H:27]3[CH2:30][C@H:29]([CH2:31]O)[CH2:28]3)[C:4]=2[N:5]=[CH:6][N:7]=1.[C:33]1([CH3:43])[CH:38]=[CH:37][C:36](S(Cl)(=O)=O)=[CH:35][CH:34]=1.[CH3:44][N:45]1[CH2:50][CH2:49][NH:48][CH2:47][CH2:46]1>>[CH2:43]([O:17][C:13]1[CH:12]=[C:11]([C:10]2[C:3]3[C:2]([NH2:1])=[N:7][CH:6]=[N:5][C:4]=3[N:8]([C@H:27]3[CH2:28][C@@H:29]([CH2:31][N:48]4[CH2:49][CH2:50][N:45]([CH3:44])[CH2:46][CH2:47]4)[CH2:30]3)[C:9]=2[CH2:25][CH3:26])[CH:16]=[CH:15][CH:14]=1)[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1

Participants

4

Reactant 3

HCID 73974-Toluenesulfonyl chlorideHCID 531671-MethylpiperazineHCID 178435367HCID 178435367, compound

Product 1

HCID 178435366HCID 178435366, compound

Procedure

The title compound is prepared in analogy to Example 116 from cis-{3-[4-amino-5-(3-benzyloxy-phenyl)-6-ethyl-pyrrolo[2,3-d]pyrimidin-7-yl]-cyclobutyl}-methanol of Example 124, p-toluenesulfonyl chloride and N-methyl-piperazine. Analytical HPLC-MS: tR=1.40 min (Grad 1); ES-MS: m/eo=511.45.

Sources & evidence

ORD record
ord-507f2a7f60984009a92ef2fded8b7999
Source dataset
uspto-grants-2008_02
Patent number
US07326699B2

Reaction notes

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