Morpholine → HCID 71255115, compound

HRID 540146Notes

Reaction equation

HRID 540146 reaction equation
[CH2:1]([N:8]([CH2:40][C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)[C:9]1([CH2:13][NH:14][C:15]2[C:24]3[C:19](=[CH:20][CH:21]=[C:22]([CH3:25])[CH:23]=3)[N:18]=[C:17]([N:26]3[CH2:32][C:31]4[CH:33]=[C:34](F)[CH:35]=[CH:36][C:30]=4[S:29](=[O:39])(=[O:38])[CH2:28][CH2:27]3)[CH:16]=2)[CH2:12][O:11][CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:47]1[CH2:52][CH2:51][O:50][CH2:49][CH2:48]1>>[CH2:1]([N:8]([CH2:40][C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)[C:9]1([CH2:13][NH:14][C:15]2[C:24]3[C:19](=[CH:20][CH:21]=[C:22]([CH3:25])[CH:23]=3)[N:18]=[C:17]([N:26]3[CH2:32][C:31]4[CH:33]=[C:34]([N:47]5[CH2:52][CH2:51][O:50][CH2:49][CH2:48]5)[CH:35]=[CH:36][C:30]=4[S:29](=[O:39])(=[O:38])[CH2:28][CH2:27]3)[CH:16]=2)[CH2:12][O:11][CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 71255295HCID 71255295, compound

Product 1

HCID 71255115HCID 71255115, compound

Conditions

Temperature
120 °C

Procedure

A mixture of N-{[3-(dibenzylamino)oxetan-3-yl]methyl}-6-methyl-2-[7-fluoro-1,1-dioxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl]quinolin-4-amine (100 mg, 0.16 mmol, prepared in analogy to N-{[3-(dibenzylamino)oxetan-3-yl]methyl}-2-(8-methoxy-1,1-dioxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)-6-methylquinolin-4-amine in Example 1-1 by using 2,4-dichloro-6-methylquinoline, 7-fluoro-2,3,4,5-tetrahydro-1,4-benzothiazepine and 3-(aminomethyl)-N,N-dibenzyloxetan-3-amine) and morpholine (0.5 mL) was heated with stirring in a sealed 2 mL of microwave process via for 3 hours at 120° C. under microwave irradiation. The resulting mixture was concentrated in vacuo to afford 111 mg of the crude product which was used in next step without purification. MS obsd. (ESI+) [(M+H)+] 704.

Workup

  1. temperaturewas heated
  2. concentrationThe resulting mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-b71138d0a6a54c96bd947b1207978972
Source dataset
uspto-grants-2014_10
Patent number
US08871756B2

Reaction notes

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