HRID1898525

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID6422

未命名化合物

HCID31268

Pyrrolidine

C4H9N

HCID138223

4-Cyanopiperidine

C6H10N2

HCID637606

Boc-D-alanine

C8H15NO4

结构：CC(C)(C)OC(=O)N[C@@H](C(=O)O)C(C)(C)C

HCID7005057

boc-d-tert-leucine

C11H21NO4

结构：C[Si](C)(C)CCOCn1cc(C(=O)O)c2nc(C3CC3)cnc21

HCID57829653

未命名化合物

结构：CCn1cc(-c2cnc3c(n2)c(C(=O)O)cn3COCC[Si](C)(C)C)cn1

HCID58438544

未命名化合物

PRODUCTS

生成物

结构：CCn1cc(-c2cnc3[nH]cc(C(=O)N[C@H](C)C(=O)N4CCC(C#N)CC4)c3n2)cn1

HCID53386308

未命名化合物

PROCEDURE

实验过程

Prepared according to the procedure outlined in Example 1 substituting piperidine-4-carbonitrile for pyrrolidine, Boc-D-alanine for Boc-D-tert-leucine, and 2-(1-ethyl-1H-pyrazol-4-yl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxylic acid for 2-cyclopropyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid. Trifluoroacetic acid was used in place of hydrochloric acid for all N-Boc deprotection steps. MS: (M+H)+=421.

WORKUP

后处理

customPrepared

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-3923e3c9af9f472797bae7c6a6068c59
来源数据集: uspto-grants-2013_08
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08518945B2
来源说明: uspto-grants-2013_08

反应 SMILES

[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]#[N:8])[CH2:3][CH2:2]1.N1CCCC1.[C:14]([NH:21][C@@H:22]([C:24]([OH:26])=O)[CH3:23])([O:16]C(C)(C)C)=O.C(N[C@@H](C(O)=O)C(C)(C)C)(OC(C)(C)C)=O.[CH2:43]([N:45]1[CH:49]=[C:48]([C:50]2[N:55]=[C:54]3[C:56](C(O)=O)=[CH:57][N:58](COCC[Si](C)(C)C)[C:53]3=[N:52][CH:51]=2)[CH:47]=[N:46]1)[CH3:44].C1(C2N=C3C(C(O)=O)=CN(COCC[Si](C)(C)C)C3=NC=2)CC1.FC(F)(F)C(O)=O>>[C:7]([CH:4]1[CH2:5][CH2:6][N:1]([C:24](=[O:26])[C@H:22]([NH:21][C:14]([C:56]2[C:54]3[C:53](=[N:52][CH:51]=[C:50]([C:48]4[CH:47]=[N:46][N:45]([CH2:43][CH3:44])[CH:49]=4)[N:55]=3)[NH:58][CH:57]=2)=[O:16])[CH3:23])[CH2:2][CH2:3]1)#[N:8]