7-Isocyanato-2,2-dimethyl-2,3-dihydro-1-benzofuran → HCID 86636360, compound

HRID 542020Notes

Reaction equation

HRID 542020 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[F:8][C:9]([F:14])([F:13])[C:10]([OH:12])=[O:11].FC(F)(F)C(O)=O.[Cl:22][C:23]1[CH:24]=[N:25][C:26]2[NH:27][C:28]3[CH:29]=[N:30][CH:31]=[C:32]([CH:53]=3)[CH2:33][CH2:34][C:35]3[CH:43]=[C:39]([NH:40][C:41]=1[N:42]=2)[CH:38]=[CH:37][C:36]=3[O:44][CH2:45][CH2:46][CH:47]1[CH2:52][CH2:51][NH:50][CH2:49][CH2:48]1.[N:54]([C:57]1[C:65]2[O:64][C:63]([CH3:67])([CH3:66])[CH2:62][C:61]=2[CH:60]=[CH:59][CH:58]=1)=[C:55]=[O:56]>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[F:8][C:9]([F:14])([F:13])[C:10]([OH:12])=[O:11].[Cl:22][C:23]1[CH:24]=[N:25][C:26]2[NH:27][C:28]3[CH:29]=[N:30][CH:31]=[C:32]([CH:53]=3)[CH2:33][CH2:34][C:35]3[CH:43]=[C:39]([NH:40][C:41]=1[N:42]=2)[CH:38]=[CH:37][C:36]=3[O:44][CH2:45][CH2:46][CH:47]1[CH2:48][CH2:49][N:50]([C:55]([NH:54][C:57]2[C:65]3[O:64][C:63]([CH3:67])([CH3:66])[CH2:62][C:61]=3[CH:60]=[CH:59][CH:58]=2)=[O:56])[CH2:51][CH2:52]1

Participants

3

Reactant 2

HCID 185257127-Isocyanato-2,2-dimethyl-2,3-dihydro-1-benzofuranHCID 866363476-Chloro-12-(2-piperidin-4-ylethoxy)-2,4,8,18,22-pentaazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaene tris(trifluoroacetate)

Product 1

HCID 86636360HCID 86636360, compoundYield 60%

Procedure

The desired compound was prepared according to the procedure of Example D41 using 6-chloro-12-(2-piperidin-4-ylethoxy)-2,4,8,18,22-pentaazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaene tris(trifluoroacetate) and 7-isocyanato-2,2-dimethyl-2,3-dihydro-1-benzofuran as the starting materials in 60% yield. LCMS for C35H39ClN7O3 (M+H)+: m/z=640.1.

Sources & evidence

ORD record
ord-22dafffc6ffd4ca2a5f775c901225424
Source dataset
uspto-grants-2014_10
Patent number
US08871753B2

Reaction notes

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