Hydrochloric Acid → 1-(2-methylpropyl)-2-propyl-2H-pyrazolo[3,4-c][1,8]naphthyridin-4-amine

HRID 1360426ノート

反応式

HRID 1360426 の反応式
C(OC([NH:8]C1C(B(O)O)=CC=CN=1)=O)(C)(C)C.Cl.C(=O)([O-])[O-].[Na+].[Na+].[CH3:25][CH:26]([CH3:45])[CH2:27][C:28]1[N:29]([CH2:42][CH2:43][CH3:44])[N:30]=[C:31]2[C:40]=1[C:39]1[CH:38]=[CH:37][CH:36]=C[C:34]=1[N:33]=[C:32]2[NH2:41].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C(O)CC.C1(C)C=CC=CC=1.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH3:25][CH:26]([CH3:45])[CH2:27][C:28]1[N:29]([CH2:42][CH2:43][CH3:44])[N:30]=[C:31]2[C:40]=1[C:39]1[CH:38]=[CH:37][CH:36]=[N:8][C:34]=1[N:33]=[C:32]2[NH2:41]

参加物

9

反応物 5

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 11776TriphenylphosphineHCID 112775352H-Pyrazolo[3,4-c]quinolin-4-amine, 1-(2-methylpropyl)-2-propyl-HCID 22135186(2-[(tert-Butoxycarbonyl)amino]pyridin-3-yl)boronic acid

生成物 1

HCID 577175911-(2-methylpropyl)-2-propyl-2H-pyrazolo[3,4-c][1,8]naphthyridin-4-amine収率 11.2%

試薬・触媒・溶媒 3

HCID 167845palladium(II) acetate触媒HCID 10311-Propanol溶媒2 回HCID 1140Toluene溶媒

実験手順

A modification of the method described in Example 16 was used to treat 2-tert-butoxycarbonylamino-3-pyridylboronic acid (11.33 mmol) in 1-propanol (10 mL) with hydrochloric acid (12 mL of 1 M) followed by sodium carbonate (1.99 g, 18.8 mmol), 4-bromo-5-(2-methylpropyl)-1-propyl-1H-pyrazole-3-carbonitrile (1.53 g, 5.66 mmol, prepared as described in Example 1) in 1-propanol (5 mL), triphenylphosphine (44.5 mg, 0.17 mmol), and palladium (II) acetate (13 mg, 0.057 mmol) in toluene (0.25 mL). The reaction was complete after it was heated overnight. Following the work-up procedure and purification, 0.18 g of 1-(2-methylpropyl)-2-propyl-2H-pyrazolo[3,4-c][1,8]naphthyridin-4-amine was obtained as off-white needles, mp 257-260° C.

後処理

  1. temperaturewas heated overnight
  2. customthe work-up procedure and purification

出典と根拠

ORDレコード
ord-3f706dc259dc4c449ee751bea2076911
出典データセット
uspto-grants-2011_02
特許番号
US07879849B2

反応ノート

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