Hydrochloric Acid → 5-[3,5-Dimethyl-4-(3-morpholin-4-YL-propyl)-1H-pyrrol-2-ylmethylene]-4-(3-ethynyl-phenylamino)-5,7-dihydro-pyrrolo[2,3-D]pyrimidin-6-one

HRID 1072154Notes

Reaction equation

Cl[C:2]1[C:3]2[C:10](=[CH:11][C:12]3[NH:13][C:14]([CH3:27])=[C:15]([CH2:18][CH2:19][CH2:20][N:21]4[CH2:26][CH2:25][O:24][CH2:23][CH2:22]4)[C:16]=3[CH3:17])[C:9](=[O:28])[NH:8][C:4]=2[N:5]=[CH:6][N:7]=1.[C:29]([C:31]1[CH:32]=[C:33]([CH:35]=[CH:36][CH:37]=1)[NH2:34])#[CH:30].Cl>>[CH3:17][C:16]1[C:15]([CH2:18][CH2:19][CH2:20][N:21]2[CH2:22][CH2:23][O:24][CH2:25][CH2:26]2)=[C:14]([CH3:27])[NH:13][C:12]=1[CH:11]=[C:10]1[C:3]2[C:2]([NH:34][C:33]3[CH:35]=[CH:36][CH:37]=[C:31]([C:29]#[CH:30])[CH:32]=3)=[N:7][CH:6]=[N:5][C:4]=2[NH:8][C:9]1=[O:28]

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 104682Benzenamine, 3-ethynyl-

HCID 854341704-chloro-5-[3,5-dimethyl-4-(3-morpholin-4-yl-propyl)-1H-pyrrol-2-ylmethylene]-5,7-dihydro-pyrrolo [2,3-d]pyrimidin-6-one

Product 1

HCID 853320565-[3,5-Dimethyl-4-(3-morpholin-4-YL-propyl)-1H-pyrrol-2-ylmethylene]-4-(3-ethynyl-phenylamino)-5,7-dihydro-pyrrolo[2,3-D]pyrimidin-6-oneYield 7%

Procedure

The title compound (7% yield) was prepared from 4-chloro-5-[3,5-dimethyl-4-(3-morpholin-4-yl-propyl)-1H-pyrrol-2-ylmethylene]-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-one and 3-ethynylaniline according to the procedure described for Example 12 without the conversion to HCl salt. MS 483.3 [M++1].

Sources & evidence

ORD record: ord-165d1b03191040a5b3ae480a9aa5fa5b
Source dataset: uspto-grants-2005_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06908930B2

Reaction notes

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