HRID1898524

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID6422

未命名化合物

HCID31268

Pyrrolidine

C4H9N

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

HCID45072465

Azetidine-3-carbonitrile--hydrogen chloride (1/1)

C4H7ClN2

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)N4CC(C#N)C4)c3n2)cn1

HCID53386254

未命名化合物

PROCEDURE

实验过程

Prepared according to the procedure outlined in Example 1 substituting 3-cyanoazetidine hydrochloride 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)+=393.

WORKUP

后处理

customPrepared

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-075c867383404a17852c156c6fe363b1
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

Cl.[C:2]([CH:4]1[CH2:7][NH:6][CH2:5]1)#[N:3].N1CCCC1.[C:13]([NH:20][C@@H:21]([C:23]([OH:25])=O)[CH3:22])([O:15]C(C)(C)C)=O.C(N[C@@H](C(O)=O)C(C)(C)C)(OC(C)(C)C)=O.[CH2:42]([N:44]1[CH:48]=[C:47]([C:49]2[N:54]=[C:53]3[C:55](C(O)=O)=[CH:56][N:57](COCC[Si](C)(C)C)[C:52]3=[N:51][CH:50]=2)[CH:46]=[N:45]1)[CH3:43].C1(C2N=C3C(C(O)=O)=CN(COCC[Si](C)(C)C)C3=NC=2)CC1.FC(F)(F)C(O)=O>>[C:2]([CH:4]1[CH2:7][N:6]([C:23](=[O:25])[C@H:21]([NH:20][C:13]([C:55]2[C:53]3[C:52](=[N:51][CH:50]=[C:49]([C:47]4[CH:46]=[N:45][N:44]([CH2:42][CH3:43])[CH:48]=4)[N:54]=3)[NH:57][CH:56]=2)=[O:15])[CH3:22])[CH2:5]1)#[N:3]