Ethyl isocyanate → HCID 11432790, compound

HRID 1925267Notes

Reaction equation

HRID 1925267 reaction equation
Cl.[F:2][C:3]1[C:12]([O:13][C:14]2[C:23]3[C:18](=[CH:19][C:20]([O:26][CH2:27][CH2:28][CH2:29][N:30]4[CH2:35][CH2:34][O:33][CH2:32][CH2:31]4)=[C:21]([O:24][CH3:25])[CH:22]=3)[N:17]=[CH:16][CH:15]=2)=[CH:11][CH:10]=[C:9]2[C:4]=1[CH:5]=[CH:6][C:7]([NH2:36])=[CH:8]2.CCN(CC)CC.[CH2:44]([N:46]=[C:47]=[O:48])[CH3:45]>>[CH2:44]([NH:46][C:47]([NH:36][C:7]1[CH:6]=[CH:5][C:4]2[C:9](=[CH:10][CH:11]=[C:12]([O:13][C:14]3[C:23]4[C:18](=[CH:19][C:20]([O:26][CH2:27][CH2:28][CH2:29][N:30]5[CH2:31][CH2:32][O:33][CH2:34][CH2:35]5)=[C:21]([O:24][CH3:25])[CH:22]=4)[N:17]=[CH:16][CH:15]=3)[C:3]=2[F:2])[CH:8]=1)=[O:48])[CH3:45]

Participants

4

Reactant 3

HCID 8022Ethyl isocyanateHCID 8471TriethylamineHCID 67520664HCID 67520664, compound

Product 1

HCID 11432790HCID 11432790, compound

Procedure

5-Fluoro-6-[6-methoxy-7-(3-morpholin-4-ylpropoxy)(4-quinolyloxy)]-2-naphthylamine (Example 9, Step b, 47.7 mg, 0.1 mmol) was reacted with Et3N (55 mg, 0.5 mmol, Aldrich) and ethylisocyanate (35.5 mg, 0.5 mmol, Aldrich) under the conditions of Example 110 to give the title compound as a white solid. M.p. 193.5-196.4° C. MS (ESI, pos. ion) m/z: 549.6 (M+1), 547.4 (M−1). Calc'd for C30H33FN4O5−548.24.

Sources & evidence

ORD record
ord-1f44f8b3b1214904ae035654af5aec65
Source dataset
uspto-grants-2012_05
Patent number
US08178557B2

Reaction notes

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