Methyl Acrylate → HCID 15070690, compound

HRID 2165202Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:28]2[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=2)=[C:9]2[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][N:17]3[C:22](=[O:23])[C:21]4=[CH:24][S:25][CH:26]=[C:20]4[NH:19][C:18]3=[O:27])[CH2:11][CH2:10]2)=[CH:4][CH:3]=1.[C:35]([O:39][CH3:40])(=[O:38])[CH:36]=[CH2:37]>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([C:28]2[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=2)=[C:9]2[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][N:17]3[C:22](=[O:23])[C:21]4=[CH:24][S:25][CH:26]=[C:20]4[N:19]([CH2:37][CH2:36][C:35]([O:39][CH3:40])=[O:38])[C:18]3=[O:27])[CH2:11][CH2:10]2)=[CH:6][CH:7]=1

Participants

Reactant 2

HCID 7294Methyl Acrylate

HCID 14500394HCID 14500394, compound

Product 1

HCID 15070690HCID 15070690, compoundYield 62%

Procedure

The title compound was prepared by starting with 3-[2-[4-(bis(4-fluorophenyl)methylene]piperidin-1-yl]ethyl]thieno[3,4-d]pyrimidine-2,4-dione. This material (7.48 g, 16 mmol) was reacted with methyl acrylate as described in Example 1 to produce 5.48 g (62%) of methyl 3-[3-[2-[4-[bis(4-fluorophenyl)methylene]piperidin-1-yl]ethyl]-2,4-dioxothieno[3,4-d]pyrimidin-1-yl]propanoate as a cream-colored solid after recrystallization from CH2Cl2 /ether/hexane, mp 111°-114° C.

Sources & evidence

ORD record: ord-766e4dda347d4b9bb56a8144022c6756
Source dataset: uspto-grants-1990_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04939137

Reaction notes

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