Acetate → 2-Chloro-4-(5-chloro-2-thienyl)thieno[3,2-d]pyrimidine

HRID 2131224Notes

Reaction equation

HRID 2131224 reaction equation
[CH2:45]1[O:46][CH2:47][CH2:48][CH2:49]1.[Cl:20][c:21]1[n:22][c:23]([Cl:30])[c:24]2[c:25]([n:26]1)[cH:27][cH:28][s:29]2.[Cl:31][c:32]1[cH:33][cH:34][c:35]([B:37]([OH:38])[OH:39])[s:36]1.[Na+:44].[O-:40][C:41]([OH:42])=[O:43].[O-:52][C:53]([CH3:54])=[O:55].[O-:56][C:57]([CH3:58])=[O:59].[OH2:50].[Pd+2:51].[c:1]1([P:2]([c:3]2[cH:4][cH:5][cH:6][cH:7][cH:8]2)[c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[cH:15][cH:16][cH:17][cH:18][cH:19]1>>[Cl:20][c:21]1[n:22][c:23](-[c:35]2[cH:34][cH:33][c:32]([Cl:31])[s:36]2)[c:24]2[c:25]([n:26]1)[cH:27][cH:28][s:29]2

Participants

10

Reactant 9

HCID 175Acetate2×HCID 769Bicarbonate IonHCID 923Sodium ionHCID 962WaterHCID 8028TetrahydrofuranHCID 11776TriphenylphosphineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 27343245-Chlorothiophene-2-boronic acidHCID 127128322,4-Dichlorothieno[3,2-d]pyrimidine

Product 1

HCID 865923142-Chloro-4-(5-chloro-2-thienyl)thieno[3,2-d]pyrimidine

Sources & evidence

ORD record
ord-6872e213859047b9b39ac821348d36f9
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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