HCID 58154279, compound → HCID 44476132, compound

HRID 2096991Notes

Reaction equation

HRID 2096991 reaction equation
I[C:2]1[C:10]2[O:9][N:8]=[C:7]([NH2:11])[C:6]=2[CH:5]=[CH:4][C:3]=1[CH3:12].[O:13]1[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][O:21][CH:22]2[CH2:45][CH2:44][C:25]3([C:33]4[C:28](=[CH:29][C:30](B5OC(C)(C)C(C)(C)O5)=[CH:31][CH:32]=4)[NH:27][C:26]3=[O:43])[CH2:24][CH2:23]2)[CH2:15][CH2:14]1>>[NH2:11][C:7]1[C:6]2[CH:5]=[CH:4][C:3]([CH3:12])=[C:2]([C:30]3[CH:29]=[C:28]4[C:33]([C:25]5([CH2:24][CH2:23][CH:22]([O:21][CH2:20][CH2:19][N:16]6[CH2:15][CH2:14][O:13][CH2:18][CH2:17]6)[CH2:45][CH2:44]5)[C:26](=[O:43])[NH:27]4)=[CH:32][CH:31]=3)[C:10]=2[O:9][N:8]=1

Participants

3

Reactant 2

HCID 58154279HCID 58154279, compoundHCID 59383899HCID 59383899, compound

Product 1

HCID 44476132HCID 44476132, compound

Procedure

Obtained as a white solid (16%, exact isomeric form not determined) from 7-iodo-6-methyl-1,2-benzisoxazol-3-amine (preparation 24) and 4-(2-morpholinoethoxy)-6′-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)spiro[cyclohexane-1,3′-indolin]-2′-one (preparation 15) following the experimental procedure as described in example 1 followed by purification by flash chromatography (97:3 dichloromethane/methanol).

Workup

  1. customObtained as a white solid (16%, exact isomeric form not
  2. customfollowed by purification by flash chromatography (97:3 dichloromethane/methanol)

Sources & evidence

ORD record
ord-61335d2b6b1f4aab93b87404298860d5
Source dataset
uspto-grants-2013_05
Patent number
US08450341B2

Reaction notes

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