HCID 57955155, compound → HCID 57955292, compound

HRID 73702Notes

Reaction equation

HRID 73702 reaction equation
[NH2:1][C:2]1[C:7]2=[C:8]([C:20]3[CH:25]=[CH:24][C:23]([NH:26][C:27]([NH:29][C:30]4[CH:35]=[C:34]([C:36]([F:39])([F:38])[F:37])[CH:33]=[CH:32][N:31]=4)=[O:28])=[C:22]([F:40])[CH:21]=3)[C:9]([CH2:18]O)=[C:10]([CH2:11][N:12]3[CH2:17][CH2:16][O:15][CH2:14][CH2:13]3)[N:6]2[N:5]=[CH:4][N:3]=1.NC1C2=C(C3C=CC(NC(NC4C=C(C(F)(F)[F:77])C=CN=4)=O)=CC=3)C(C=O)=C(CN3CCOCC3)N2N=CN=1>>[NH2:1][C:2]1[C:7]2=[C:8]([C:20]3[CH:25]=[CH:24][C:23]([NH:26][C:27]([NH:29][C:30]4[CH:35]=[C:34]([C:36]([F:37])([F:39])[F:38])[CH:33]=[CH:32][N:31]=4)=[O:28])=[C:22]([F:40])[CH:21]=3)[C:9]([CH2:18][F:77])=[C:10]([CH2:11][N:12]3[CH2:17][CH2:16][O:15][CH2:14][CH2:13]3)[N:6]2[N:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 57955155HCID 57955155, compoundHCID 57955235HCID 57955235, compound

Product 1

HCID 57955292HCID 57955292, compoundYield 23%

Procedure

The title compound was prepared in a manner similar to the procedure described for the preparation of Example 87, using N-{4-[4-amino-6-(hydroxymethyl)-7-(morpholin-4-ylmethyl)pyrrolo[2,1-f][1,2,4]triazin-5-yl]-2-fluorophenyl}-N′-[4-(trifluoro-methyl)-pyridin-2-yl]urea (which can be prepared using the procedure used for the preparation of Example 62 substituting Intermediate AJ for Intermediate Y) in place of Example 85 (N-{4-[4-amino-6-formyl-7-(morpholin-4-ylmethyl)pyrrolo[2,1-f]-[1,2,4]triazin-5-yl]phenyl}-N′-[4-(trifluoro-methyl)pyridin-2-yl]urea), 45 mg (23%) of the desired product was isolated. 1H-NMR (DMSO-d6) δ 10.16-10.10 (m, 2H), 8.54 (d, J=5.1 Hz, 1H), 8.31 (t, J=8.4 Hz, 1H), 8.01 (s, 1H), 7.95 (s, 1H), 7.39-7.19 (m, 3H), 5.35 (d, J=49.8 Hz, 2H), 3.92 (s, 2H), 3.53-3.52 (m, 4H), 2.48-2.43 (m, 4H); MS [M+H]+=562.7; LCMS RT=2.50.

Workup

  1. customThe title compound was prepared in a manner similar to the procedure
  2. customdescribed for the preparation of Example 87
  3. customcan be prepared

Sources & evidence

ORD record
ord-fed5e63868dd415a9d1ccd0b1b4cf995
Source dataset
uspto-grants-2014_09
Patent number
US08829185B2

Reaction notes

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