2-Morpholinoethylamine → N4-benzyl-N2-(2-morpholinoethyl)-7-vinylthieno[3,2-d]pyrimidin-2,4-diamine

HRID 1485507Notes

Reaction equation

[CH2:1]([NH:8][C:9]1[C:10]2[S:18][CH:17]=[C:16]([CH:19]=[CH2:20])[C:11]=2[N:12]=[C:13](Cl)[N:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[O:21]1[CH2:26][CH2:25][N:24]([CH2:27][CH2:28][NH2:29])[CH2:23][CH2:22]1>>[CH2:1]([NH:8][C:9]1[C:10]2[S:18][CH:17]=[C:16]([CH:19]=[CH2:20])[C:11]=2[N:12]=[C:13]([NH:29][CH2:28][CH2:27][N:24]2[CH2:25][CH2:26][O:21][CH2:22][CH2:23]2)[N:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 4082852-Morpholinoethylamine

HCID 86675661N-benzyl-2-chloro-7-vinylthieno[3,2-d]pyrimidin-4-amine

Product 1

HCID 53239540N4-benzyl-N2-(2-morpholinoethyl)-7-vinylthieno[3,2-d]pyrimidin-2,4-diamineYield 78.5%

Procedure

The target compound of Example 46 (36 mg, 78% yield) was prepared in the same manner as Step 3 of Example 44 using N-benzyl-2-chloro-7-vinylthieno[3,2-d]pyrimidin-4-amine (35 mg, 0.116 mmol) and 2-morpholinoethanamine (75 mg, 0.58 mmol).

Sources & evidence

ORD record: ord-e80ae00df12e44f8a4c7e3e14f82bc54
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09422307B2

Reaction notes

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