HCID 178478261, 화합물 → Trifluoroacetate

HRID 541559노트

반응식

HRID 541559 반응식
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[Cl:8][C:9]1[CH:10]=[N:11][C:12]2[NH:13][C:14]3[CH:15]=[CH:16][CH:17]=[C:18]([CH:30]=3)[CH:19]=[CH:20][C:21]3[CH:29]=[C:25]([NH:26][C:27]=1[N:28]=2)[CH:24]=[CH:23][CH:22]=3>C(O)C.[Pd]>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[Cl:8][C:9]1[CH:10]=[N:11][C:12]2[NH:13][C:14]3[CH:15]=[CH:16][CH:17]=[C:18]([CH:30]=3)[CH2:19][CH2:20][C:21]3[CH:29]=[C:25]([NH:26][C:27]=1[N:28]=2)[CH:24]=[CH:23][CH:22]=3.[F:1][C:2]([F:7])([F:6])[C:3]([O-:5])=[O:4]

참가 물질

5

반응물 1

HCID 178478261HCID 178478261, 화합물

생성물 2

HCID 84468Trifluoroacetate수율 66.9%HCID 668977716-Chloro-2,4,8,22-tetraazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaene Trifluoroacetate

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

To a solution of (14Z)-6-chloro-2,4,8,22-tetraazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,14,16,18-decaene trifluoroacetate (21 mg, 0.045 mmol) in ethanol (1 mL) was added 5% palladium on carbon (5 mg) and the mixture was purged and degassed with hydrogen three times. The mixture was stirred for 1 hour with balloon pressure of hydrogen. Filtration through celite and purification by preparative LCMS (pH 2) gave the desired product as a trifluoroacetate salt (1.7 mg, 30%). LCMS for C18H16ClN4 (M+H)+: m/z=323.1. 1H NMR (400 MHz, CD3OD): δ 7.75 (m, 2H), 7.30 (m, 1H), 7.22 (m, 1H), 7.12 (m, 1H), 7.03 (m, 2H), 6.90 (m, 1H), 3.00 (s, 4H).

후처리

  1. customthe mixture was purged
  2. customdegassed with hydrogen three times
  3. filtrationFiltration
  4. customthrough celite and purification by preparative LCMS (pH 2)

출처 및 근거

ORD 기록
ord-5e944b03bc7448f8853db8102b68e694
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08871753B2

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