Diisopropylethylamine → 4-[4-(5-Bromo-[1,2,4]triazolo[1,5-a]pyrazin-8-ylamino)-phenyl]-3-oxo-piperazine-1-carboxylic acid tert-butyl ester

HRID 605969노트

반응식

HRID 605969 반응식
CN1CCN(C2C=CC(NC3C4N(N=CN=4)C(C4C=C(C(N)=O)SC=4)=CN=3)=CC=2)CC1.[Br:32][C:33]1[N:38]2[N:39]=[CH:40][N:41]=[C:37]2[C:36](Br)=[N:35][CH:34]=1.[C:43]([O:47][C:48]([N:50]1[CH2:55][CH2:54][N:53]([C:56]2[CH:61]=[CH:60][C:59]([NH2:62])=[CH:58][CH:57]=2)[C:52](=[O:63])[CH2:51]1)=[O:49])([CH3:46])([CH3:45])[CH3:44].C(N(C(C)C)C(C)C)C>CC(O)C>[C:43]([O:47][C:48]([N:50]1[CH2:55][CH2:54][N:53]([C:56]2[CH:57]=[CH:58][C:59]([NH:62][C:36]3[C:37]4[N:38]([N:39]=[CH:40][N:41]=4)[C:33]([Br:32])=[CH:34][N:35]=3)=[CH:60][CH:61]=2)[C:52](=[O:63])[CH2:51]1)=[O:49])([CH3:46])([CH3:44])[CH3:45]

참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 497580225,8-Dibromo-(1,2,4)triazolo(1,5-a)pyrazineHCID 57437534Tert-butyl 4-(4-aminophenyl)-3-oxopiperazine-1-carboxylateHCID 575899284-{8-[4-(4-Methyl-piperazin-1-yl)-phenylamino]-[1,2,4]triazolo[1,5-a]pyrazin-5-yl}-thiophene-2-carboxylic acid amide

생성물 1

HCID 866196644-[4-(5-Bromo-[1,2,4]triazolo[1,5-a]pyrazin-8-ylamino)-phenyl]-3-oxo-piperazine-1-carboxylic acid tert-butyl ester수율 51.6%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

This compound may be prepared using methods as described for Compound 6, step 1, using 5,8-dibromo-[1,2,4]triazolo[1,5-a]pyrazine (0.283 g, 1.00 mmol), 4-(4-amino-phenyl)-3-oxo-piperazine-1-carboxylic acid ter-t-butyl ester (0.300 g, 1.00 mmol) and N-ethyldiisopropyl-amine (0.20 mL, 1.02 mmol) in 2-propanol (1 mL). Purification of the crude material by silica gel column chromatography eluting with DCM followed by 98:2 DCM:MeOH affords 4-[4-(5-bromo-[1,2,4]triazolo[1,5-a]pyrazin-8-ylamino)-phenyl]-3-oxo-piperazine-1-carboxylic acid tert-butyl ester as a white solid (0.252 g, 51%).

후처리

  1. customThis compound may be prepared
  2. customPurification of the crude material by silica gel column chromatography
  3. washeluting with DCM

출처 및 근거

ORD 기록
ord-7a8b6dcc79174d3c961842b81b3692fb
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915256B2

반응 노트

불러오는 중…