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Potassium Carbonate → HCID 86705363、化合物

HRID 1773659
ノート
印刷プレビュー

反応式

HRID 1773659 の反応式
[Br:1][C:2]1[CH:3]=[C:4](Br)[C:5]2[N:6]([C:8](I)=[CH:9][N:10]=2)[N:7]=1.CCN(C(C)C)C(C)C.[N:22]1([CH2:28][CH2:29][NH2:30])[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1.[CH3:31][C:32]1[CH:33]=[C:34](B(O)O)[CH:35]=[CH:36][C:37]=1[C:38](=[O:41])[NH:39][CH3:40].C(=O)([O-])[O-].[K+].[K+]>CN1C(=O)CCC1.C1COCC1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2].C(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]([NH:30][CH2:29][CH2:28][N:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)[C:5]2[N:6]([C:8]([C:34]3[CH:35]=[CH:36][C:37]([C:38]([NH:39][CH3:40])=[O:41])=[C:32]([CH3:31])[CH:33]=3)=[CH:9][N:10]=2)[N:7]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

10

反応物 5

HCID 11430Potassium CarbonateHCID 81531DiisopropylethylamineHCID 4082852-MorpholinoethylamineHCID 66691681HCID 66691681、化合物HCID 86705359HCID 86705359、化合物

生成物 1

HCID 86705363HCID 86705363、化合物

試薬・触媒・溶媒 4

HCID 44119782
Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)
触媒
HCID 6344Dichloromethane溶媒
HCID 8028Tetrahydrofuran溶媒
HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
70 °C

実験手順

To a stirred solution of 2.01 g (5 mmol) 6,8-dibromo-3-iodoimidazo[1,2-b]pyridazine which was prepared according to intermediate example 96c in NMP (15 mL) were added 1.94 g (15 mmol) DIPEA and 1.30 g (10 mmol) 2-(morpholin-4-yl)ethanamine in one portion at rt. After heating for 2 h at 70° C., 100 mL DCM were added and the mixture was washed with water (3×100 mL). The organic phase was dried over sodium sulphate and evaporated to yield a brownish solid which was used without further purification in the next step. To a stirred solution of the remaining solid in 20 mL THF were added 1.16 g (6 mmol) [3-methyl-4-(methylcarbamoyl)phenyl]boronic acid which was prepared according to intermediate example 562b, 15 mL aqueous potassium carbonate solution (15 mmol, 1M), 816 mg Pd(dppf)Cl2 (1 mmol) and the mixture was heated for 41 h at 70° C., to yield after working up and purification 2.35 g (99%) of the title compound.

後処理

  1. washthe mixture was washed with water (3×100 mL)
  2. dry with materialThe organic phase was dried over sodium sulphate
  3. customevaporated
  4. customto yield a brownish solid which
  5. customwas used without further purification in the next step
  6. customwas prepared
  7. temperaturethe mixture was heated for 41 h at 70° C.
  8. customto yield
  9. custompurification 2.35 g (99%) of the title compound

出典と根拠

ORDレコード
ord-e43fa7be1a60476cb17dc9d3c50c88fe
出典データセット
uspto-grants-2016_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09255100B2

反応ノート

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