Lithium Hydroxide → N-[3-(3-{2-[(7-Amino-5,6,7,8-tetrahydro-2-naphthalenyl)amino]-4-pyrimidinyl}pyrazolo[1,5-a]pyridin-2-yl)phenyl]-2-(2-thienyl)acetamide

HRID 1157628노트

반응식

HRID 1157628 반응식
FC(F)(F)C([NH:5][CH:6]1[CH2:15][CH2:14][C:13]2[C:8](=[CH:9][C:10]([NH:16][C:17]3[N:22]=[C:21]([C:23]4[C:24]([C:32]5[CH:37]=[CH:36][CH:35]=[C:34]([NH:38][C:39](=[O:46])[CH2:40][C:41]6[S:42][CH:43]=[CH:44][CH:45]=6)[CH:33]=5)=[N:25][N:26]5[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=45)[CH:20]=[CH:19][N:18]=3)=[CH:11][CH:12]=2)[CH2:7]1)=O.[Li+].[OH-]>CO>[NH2:5][CH:6]1[CH2:7][C:8]2[CH:9]=[C:10]([NH:16][C:17]3[N:22]=[C:21]([C:23]4[C:24]([C:32]5[CH:33]=[C:34]([NH:38][C:39](=[O:46])[CH2:40][C:41]6[S:42][CH:43]=[CH:44][CH:45]=6)[CH:35]=[CH:36][CH:37]=5)=[N:25][N:26]5[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=45)[CH:20]=[CH:19][N:18]=3)[CH:11]=[CH:12][C:13]=2[CH2:14][CH2:15]1

참가 물질

4

반응물 2

HCID 3939Lithium HydroxideHCID 577371932,2,2-Trifluoro-N-(7-{[4-(2-{3-[(2-thienylacetyl)amino]phenyl}pyrazolo[1,5-a]pyridin-3-yl)-2-pyrimidinyl]amino}-1,2,3,4-tetrahydro-2-naphthalenyl)acetamide

생성물 1

HCID 57737171N-[3-(3-{2-[(7-Amino-5,6,7,8-tetrahydro-2-naphthalenyl)amino]-4-pyrimidinyl}pyrazolo[1,5-a]pyridin-2-yl)phenyl]-2-(2-thienyl)acetamide수율 97.2%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

The title compound was prepared by treating 2,2,2-trifluoro-N-(7-{[4-(2-{3-[(2-thienylacetyl)amino]phenyl}pyrazolo[1,5-a]pyridin-3-yl)-2-pyrimidinyl]amino}-1,2,3,4-tetrahydro-2-naphthalenyl)acetamide (60 mg, 0.09 mmol) with LiOH in MeOH as described in Example 54, Step D. Purification yielded 50 mg (51%) of the desired amine. 1H NMR (400 MHz, DMSO-d6) δ 10.32 (s, 1H), 9.34 (s, 1H), 8.80 (d, J=6.8 Hz, 1H), 8.46 (d, J=8.8 Hz, 1H), 8.18 (d, J=5.4 Hz, 1H), 7.86 (s, 1H), 7.72 (d, J=8.1 Hz, 1H), 7.48-7.34 (m, 4H), 7.24 (d, J=7.6 Hz, 1H), 7.09 (t, J=6.7 Hz, 1H), 6.95-6.89 (m, 3H), 6.41 (d, J=5.2 Hz, 1H), 3.85 (s, 2H), 2.96 (m, 1H), 2.79-2.60 (m, 3H), 2.41-2.31 (m, 1H), 1.90-1.74 (m, 3H), 1.46-1.33 (m, 1H). ES-LC/MS m/z=572 [M+H]+.

후처리

  1. customThe title compound was prepared
  2. customPurification

출처 및 근거

ORD 기록
ord-24635a9ebc85415b9f1b9a34b577504a
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07807673B2

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