3-Hydroxypropionic acid → N-[[1-(3-hydroxypropanoyl)pyrrolidin-3-yl]methyl]-N-methyl-5-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-5,8-diazaspiro[2.5]octane-8-sulfonamide

HRID 589977노트

반응식

HRID 589977 반응식
[CH3:1][N:2]([CH2:23][CH:24]1[CH2:28][CH2:27][NH:26][CH2:25]1)[S:3]([N:6]1[C:11]2([CH2:13][CH2:12]2)[CH2:10][N:9]([C:14]2[C:15]3[CH:22]=[CH:21][NH:20][C:16]=3[N:17]=[CH:18][N:19]=2)[CH2:8][CH2:7]1)(=[O:5])=[O:4].CCN(C(C)C)C(C)C.[OH:38][CH2:39][CH2:40][C:41](O)=[O:42].C1CN([P+](Br)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F>CS(C)=O>[OH:42][CH2:41][CH2:40][C:39]([N:26]1[CH2:27][CH2:28][CH:24]([CH2:23][N:2]([CH3:1])[S:3]([N:6]2[C:11]3([CH2:13][CH2:12]3)[CH2:10][N:9]([C:14]3[C:15]4[CH:22]=[CH:21][NH:20][C:16]=4[N:17]=[CH:18][N:19]=3)[CH2:8][CH2:7]2)(=[O:4])=[O:5])[CH2:25]1)=[O:38]

참가 물질

6

반응물 4

HCID 681523-Hydroxypropionic acidHCID 81531DiisopropylethylamineHCID 2733179PyBroPHCID 57410097N-methyl-N-(pyrrolidin-3-ylmethyl)-5-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-5,8-diazaspiro[2.5]octane-8-sulfonamide2회

생성물 1

HCID 57411295N-[[1-(3-hydroxypropanoyl)pyrrolidin-3-yl]methyl]-N-methyl-5-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-5,8-diazaspiro[2.5]octane-8-sulfonamide

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
40 °C

실험 절차

N-methyl-N-(pyrrolidin-3-ylmethyl)-5-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-5,8-diazaspiro[2.5]octane-8-sulfonamide (intermediate 25) (0.042 mmol) was dissolved in dry DMSO (0.5 mL), added DIPEA (0.25 mL), 3-hydroxypropanoic acid (0.050 mmol) and Pybrop (0.050 mmol) then stirred at 40° C. for 1 h. The pure compound was obtained by standard preparative HPLC purification of the reaction mixture.

후처리

  1. customThe pure compound was obtained by standard preparative HPLC purification of the reaction mixture

출처 및 근거

ORD 기록
ord-bd92120cc44c44c4af45ba052783ba1e
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09233964B2

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